(+/-)-Tert-butyl 2-[3-(benzylamino)-4-chlorobenzyl]-2-methylbutanoate → (+/-)-Tert-butyl 2-(3-amino-4-chlorobenzyl)-2-methylbutanoate

HRID 1476099노트

반응식

HRID 1476099 반응식
C([NH:8][C:9]1[CH:10]=[C:11]([CH:24]=[CH:25][C:26]=1[Cl:27])[CH2:12][C:13]([CH3:23])([CH2:21][CH3:22])[C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])C1C=CC=CC=1>C(OCC)(=O)C.[Pd]>[NH2:8][C:9]1[CH:10]=[C:11]([CH:24]=[CH:25][C:26]=1[Cl:27])[CH2:12][C:13]([CH3:23])([CH2:21][CH3:22])[C:14]([O:16][C:17]([CH3:19])([CH3:20])[CH3:18])=[O:15]

참가 물질

4

반응물 1

HCID 58288180(+/-)-Tert-butyl 2-[3-(benzylamino)-4-chlorobenzyl]-2-methylbutanoate

생성물 1

HCID 58288184(+/-)-Tert-butyl 2-(3-amino-4-chlorobenzyl)-2-methylbutanoate

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

2.20 g (about 5.67 mmol) of (+/−)-tert-butyl 2-[3-(benzylamino)-4-chlorobenzyl]-2-methylbutanoate were dissolved in 130 ml of ethyl acetate, and 100 mg of palladium on carbon (10%) were added. At RT, the reaction mixture was stirred under an atmosphere of hydrogen at atmospheric pressure overnight. The reaction mixture was then filtered off with suction through kieselguhr, the residue was washed thoroughly with ethyl acetate and the combined filtrate was concentrated. The crude product was purified by chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 50:1 to 30:1). This gave 924 mg (54.7% of theory) of the target compound.

후처리

  1. filtrationThe reaction mixture was then filtered off with suction through kieselguhr
  2. washthe residue was washed thoroughly with ethyl acetate
  3. concentrationthe combined filtrate was concentrated
  4. customThe crude product was purified by chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 50:1 to 30:1)

출처 및 근거

ORD 기록
ord-eadd34cb60cd41b09c4e73151603998c
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09018414B2

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