Chloroform → HCID 15597426, compound

HRID 2107551Notes

Reaction equation

HRID 2107551 reaction equation
[C:1]1([C:7]([CH:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[OH:10])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(Cl)(Cl)Cl.[C:21]([N:26]=[C:27]=[O:28])(=[O:25])[C:22]([CH3:24])=[CH2:23]>ClCCCl>[C:21]([NH:26][C:27](=[O:28])[O:8][CH:7]([C:9](=[O:10])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)(=[O:25])[C:22]([CH3:24])=[CH2:23]

Participants

5

Reactant 3

HCID 6212ChloroformHCID 8400BenzoinHCID 10942374Methacryloyl isocyanate

Product 1

HCID 15597426HCID 15597426, compoundYield 102.1%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

Into a three-necked flask purged with nitrogen gas, benzoin (2.12 g; 10 mmol) was charged, and chloroform (30 ml) was added thereto. To the resultant solution, a solution of methacryloyl isocyanate (1.11 g; 10 mmol) in 1,2-dichloroethane (7 g) was dropwise added in 5 minutes under nitrogen stream while stirring. Chloroform and 1,2-dichloroethane were removed by evaporation under reduced pressure to give benzoylbenzyl N-methacryloylcarbamate (3.3 g), which was recrysallized from a mixture of benzene and chloroform to give colorless transparent plates. M.P., 161°-163° C.

Workup

  1. additionwas charged
  2. customChloroform and 1,2-dichloroethane were removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-2b9c9adbc56547c3a501a0eecf2db511
Source dataset
uspto-grants-1990_06
Patent number
US04935413

Reaction notes

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