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ChemicalBook CAS DataBase List benzyl allyl(2-oxoethyl)carbaMate

benzyl allyl(2-oxoethyl)carbaMate synthesis

4synthesis methods
569682-60-6 Synthesis
CarbaMic acid, N-(2,2-diMethoxyethyl)-N-2-propen-1-yl-, phenylMethyl ester

569682-60-6
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Yield:370880-75-4 99%

Reaction Conditions:

with formic acid

Steps:

38.C benzyl allyl(2-oxoethyl)carbamate

EXAMPLE 38C benzyl allyl(2-oxoethyl)carbamate The product of Example 38B (314.0 g, 1.125 mol) was treated with formic acid (88%, 350 mL) at room temperature and allowed to stir for 15 hours. Most of the formic acid was removed by concentration under reduced pressure at 40-50° C. The residue was extracted with ethyl acetate (3*500 mL). The extracts were combined and washed with brine until the wash had a pH=6-7. The organic phase was concentrated to provide the title compound as a slightly yellow oil (260.0 g, 99% yield). 1H NMR (CDCl3, 300 MHz) 8 3.20 (m, 1H), 3.97 (m, 2H), 4.10 (m, 1H), 5.10 (m, 4H), 5.75 (m, 1H), 7.45 (m, 5H), 9.50 (d, J=6.4Hz, 1H); MS (DCI/NH3) m/z 234 (M+H)+.

References:

US2002/19388,2002,A1