1-Chloro-4-(chloromethyl)benzene → 4-Chlorobenzyl N-methyl-N-phenylglycinate

HRID 2184088

반응식

HRID 2184088 반응식
[CH3:1][N:2]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH2:3][C:4]([OH:6])=[O:5].C([O-])([O-])=O.[Cs+].[Cs+].[Cl:19][C:20]1[CH:27]=[CH:26][C:23]([CH2:24]Cl)=[CH:22][CH:21]=1>CN(C=O)C.CCOC(C)=O>[CH3:1][N:2]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH2:3][C:4]([O:6][CH2:24][C:23]1[CH:26]=[CH:27][C:20]([Cl:19])=[CH:21][CH:22]=1)=[O:5]

참가 물질

6

반응물 3

HCID 77231-Chloro-4-(chloromethyl)benzeneHCID 10796Cesium carbonateHCID 420843N-Methyl-N-phenyl-glycine

생성물 1

HCID 224756194-Chlorobenzyl N-methyl-N-phenylglycinate수율 68%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

The product from step 2 (220 mg, 1.3 mmol) was dissolved in DMF (7 mL) and Cs2CO3 (652 mg, 2.0 mmol) added, followed by 4-chlorobenzyl chloride (214 mg, 1.3 mmol). Allow reaction mixture to stir at ambient temperature over 18 hours. The reaction mixture was diluted with EtOAc and washed several times with brine. The organic layer was dried (Na2SO4), filtered and concentrated to afford the title compound as a yellow oil (68%). MS (ES+) m/z 290 (MH+).

후처리

  1. customAllow reaction mixture
  2. washwashed several times with brine
  3. dry with materialThe organic layer was dried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-438b7ff164b94e54ab70879eeafb9775
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06900244B2

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