Epichlorohydrin → 3-[(S)-[(3-chloro-2-hydroxypropyl)amino](4-chlorophenyl)methyl]benzonitrile

HRID 1724172노트

반응식

HRID 1724172 반응식
[NH2:1][C@@H:2]([C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1)[C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[C:6]#[N:7].[CH2:18]([CH:20]1[O:22][CH2:21]1)[Cl:19]>CO>[Cl:19][CH2:18][CH:20]([OH:22])[CH2:21][NH:1][C@@H:2]([C:11]1[CH:12]=[CH:13][C:14]([Cl:17])=[CH:15][CH:16]=1)[C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[C:6]#[N:7]

참가 물질

4

반응물 2

HCID 7835EpichlorohydrinHCID 670553723-[(s)-Amino(4-chlorophenyl)methyl]benzonitrile

생성물 1

HCID 670553403-[(S)-[(3-chloro-2-hydroxypropyl)amino](4-chlorophenyl)methyl]benzonitrile

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 14.0 g (58 mmole) of 3-[(S)-amino(4-chlorophenyl)methyl]benzonitrile and 10.8 g (120 mmole) of epichlorhydrin in 200 mL of methanol was stirred in the dark for 72 hours. The solution was partitioned between CH2Cl2 and water and the layers were separated. The organic layer was dried over Na2SO4 and concentrated to afford the title compound, which was used in the next step without purification; 335 (M+1, 35Cl); 337 (M+1, 37Cl).

후처리

  1. customThe solution was partitioned between CH2Cl2 and water
  2. customthe layers were separated
  3. dry with materialThe organic layer was dried over Na2SO4
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-0b53f6c28bbd4da393b7106d0705da3a
출처 데이터셋
uspto-grants-2009_02
특허 번호
US07485732B2

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