3-Phenylprop-2-En-1-Ol → HCID 53808747, compound

HRID 2107553Notes

Reaction equation

HRID 2107553 reaction equation
[C:1]([N:6]=[C:7]=[O:8])(=[O:5])[C:2]([CH3:4])=[CH2:3].[CH2:9]([OH:18])[CH:10]=[CH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>ClCCCl>[C:1]([NH:6][C:7](=[O:8])[O:18][CH2:9][CH:10]=[CH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

4

Reactant 2

HCID 3083-Phenylprop-2-En-1-OlHCID 10942374Methacryloyl isocyanate

Product 1

HCID 53808747HCID 53808747, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent2×

Procedure

Into a three-necked flask purged with nitrogen gas, methacryloyl isocyanate (1.11 g; 10 mmol) was charged, and 1,2-dichloroethane (20 ml) was added thereto. A solution of cinnamyl alcohol (1.34 g) in 1,2-dichloroethane (20 ml) was dropwise added thereto under nitrogen stream in 10 minutes while stirring. 1,2-Dichloroethane was removed by evaporation under reduced pressure to give cinnamyl N-methacryloylcarbamate (2.4 g), which was washed with hexane and purified by silica gel column chromatography to give colorless needles. M.P., 66°-67° C.

Workup

  1. additionwas charged
  2. custom1,2-Dichloroethane was removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-20db1c1c4798460996df6817dfddbfb0
Source dataset
uspto-grants-1990_06
Patent number
US04935413

Reaction notes

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