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

HRID 1476099ノート

反応式

HRID 1476099 の反応式
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]

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-eadd34cb60cd41b09c4e73151603998c
出典データセット
uspto-grants-2015_04
特許番号
US09018414B2

反応ノート

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