ChemicalBook CAS DataBase List (1-Methylethyl)carbaMic Acid Phenyl Ester

(1-Methylethyl)carbaMic Acid Phenyl Ester synthesis

7synthesis methods

Product Name:(1-Methylethyl)carbaMic Acid Phenyl Ester
CAS Number:17614-10-7
Molecular formula:C10H13NO2
Molecular Weight:179.22

75-31-0 Synthesis

75-31-0
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1885-14-9 Synthesis

1885-14-9
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(1-Methylethyl)carbaMic Acid Phenyl Ester

17614-10-7
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Yield:17614-10-7 80.6%

Reaction Conditions:

Stage #1: isopropylamine;phenyl chloroformate in n-heptane at 0 - 4; for 1 h;
Stage #2: in n-heptane;water at 0 - 70;

Steps:

1

Example 1; Phenyl N-isopropylcarbamate; A 1-L reactor was charged with isopropylamine (19.3 g, 0.33 mol) and heptane (196 g) and filled with nitrogen. A solution of phenyl chloroformate, (50.0 g, 0.32 mol) in heptane (34 g) was added dropwise to the stirred mixture at 0-4 °C. The obtained mixture was stirred for an hour at the same temperature. A solution of sodium hydroxide (11. 7 g, 0.29 mol) in water (77 g) was added dropwise to the stirred mixture at 0-4 °C. The mixture was stirred at 60-70 °C until a complete dissolution. The organic layer was isolated, washed with hot water (78 g) at 60-70 °C and stirred for 2 hours at 0-5 °C. The precipitated solids were filtered off, washed on the filter with heptane (50 g), dried under reduced pressure at 40-50 °C (water bath) to give 46.1 g (80.6 %) of phenyl N-isopropylcarbamate with mp 81-82 °C and 99.7 % purity by GC.

References:

WO2003/97603,2003,A1 Location in patent:Page/Page column 30

1795-48-8 Synthesis