Benzyl vinylcarbamate

Benzyl vinylcarbamate 속성

Benzyl vinylcarbamate C화학적 특성, 용도, 생산

제조 방법

A 1-L flask was equipped with a variable speed pump, a mechanical stirrer, a temperature controller, a 4" (10 cm) column packed with ceramic saddles, a distillation head, a spiral condenser (cooled with water at 10–15 ℃), and a receiver. The flask was charged with toluene (150–200 mL) and phenothiazine (0.5 g) and the solution was heated to 105–110 ℃. The receiver was charged with benzyl alcohol (86 g, 0.8 mol), phenothiazine (0.05 g), and triethylamine (0.1–0.3 g). This mixture was cooled in ice and stirred. A solution of acryloyl azide (1 mol), prepared as described above, was pumped into the distillation flask over a period of 4–5 h, maintaining the pot temperature at 105–110 ℃ with a heating mantle. The vapor temperature varied, depending on the rate of addition of the azide, but was in the range 80–100 ℃. The distillate was passed directly into the benzyl alcohol mixture. After the addition of acryloyl azide, the distillation continued, generating a further 10–20 mL of toluene. The receiver was then removed from the distillation set-up, and its contents were stirred at 0–5 ℃ for 1– 2 h. The product mixture was then allowed to gradually warm to room temperature and was stirred until HPLC analysis indicated complete reaction. The mixture was then concentrated in vacuo to a weight of 200–250 g. The residue was treated with heptane (300–350 mL) and cooled to 15 ℃ with stirring. A few seed crystals of benzyl N-vinyl carbamate 810 were added, and the mixture was stirred for 2–3 h. The product was collected by filtration, washed with heptane, and dried in vacuo. Yield 115–128 g (65–72%); mp 41–44 ℃.

주요 응용

Benzyl-N-vinyl carbamate (Z-vinylamine; Benzyl vinylcarbamate) is a valuable synthetic intermediate. This compound undergoes alkylation readily on the carbon R to the nitrogen, a property that has been used in the synthesis of a-lactam antibiotics. Z-vinylamine can be readily polymerized into polyvinyl amine derivatives[1].

Synthesis Reference(s)

The Journal of Organic Chemistry, 54, p. 4649, 1989 DOI: 10.1021/jo00280a036

Benzyl vinylcarbamate 준비 용품 및 원자재

원자재

준비 용품

Benzyl vinylcarbamate 공급 업체

공급자	전화	이메일	국가	제품 수	이점
Capot Chemical Co.,Ltd.	571-85586718 +8613336195806	sales@capotchem.com	China	29798	60
Guangzhou Yuheng Pharmaceutical Technology Co., Ltd	+8613580539051	joe@yuhengpharm.com	CHINA	21149	58
Hubei Ipure Biology Co., Ltd	+8613367258412	ada@ipurechemical.com	China	10326	58
Career Henan Chemica Co	+86-0371-86658258 +8613203830695	laboratory@coreychem.com	China	30250	58
HONG KONG IPURE BIOLOGY CO.,LIMITED	86 18062405514 18062405514	ada@ipurechemical.com	CHINA	3465	58
Hefei TNJ Chemical Industry Co.,Ltd.	+86-0551-65418684 +8618949823763	sales@tnjchem.com	China	25363	58
JUYE XIANDAI fine chemistry Co.,Ltd	+86-18958038633; +8618958038633	tony@sdhypharma.com	China	64	58
Aromsyn Co., Ltd.	+86-0571-85585865 +8613336024896	CB@aromsyn.com	China	19185	58
Wuhan Topule Biopharmaceutical Co., Ltd	+8618327326525	masar@topule.com	China	8474	58
LEAPCHEM CO., LTD.	+86-852-30606658	market18@leapchem.com	China	43348	58

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