Methyl 3-(benzylamino)-2,2-dimethylbutanoate → Methyl 3-amino-2,2-dimethylbutanoate

HRID 1507947ノート

反応式

HRID 1507947 の反応式
C([NH:8][CH:9]([CH3:17])[C:10]([CH3:16])([CH3:15])[C:11]([O:13][CH3:14])=[O:12])C1C=CC=CC=1>CO.[Pd]>[NH2:8][CH:9]([CH3:17])[C:10]([CH3:16])([CH3:15])[C:11]([O:13][CH3:14])=[O:12]

参加物

4

反応物 1

HCID 68292105Methyl 3-(benzylamino)-2,2-dimethylbutanoate

生成物 1

HCID 13248577Methyl 3-amino-2,2-dimethylbutanoate収率 84.3%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

To a solution of methyl 3-(benzylamino)-2,2-dimethylbutanoate (5 g) in MeOH (150 ml) was added 10% palladium on carbon (1.5 g) at rt and the reaction mixture was stirred under hydrogen (balloon pressure) overnight at rt. After completion, the reaction mixture was filtered over a celite pad and the residue was washed with MeOH (25 ml). A saturated solution of hydrogen chloride in MeOH (50 ml) was added to the reaction mixture and allowed to stir overnight at rt. Methanol was removed under reduced pressure and the crude mass was triturated with diethyl ether (50 ml) to give the hydrochloride salt of the title compound (2.6 g). 1H NMR (400 MHz, DMSO-d6): δ 1.11-1.15 (m, 9H), 3.41-3.43 (m, 1H), 3.64 (s, 3H), 8.148 (bs, 3H).

後処理

  1. filtrationAfter completion, the reaction mixture was filtered over a celite pad
  2. washthe residue was washed with MeOH (25 ml)
  3. additionA saturated solution of hydrogen chloride in MeOH (50 ml) was added to the reaction mixture
  4. stirringto stir overnight at rt
  5. customMethanol was removed under reduced pressure
  6. customthe crude mass was triturated with diethyl ether (50 ml)

出典と根拠

ORDレコード
ord-381bcc018d004e79bd3652efa3e1745e
出典データセット
uspto-grants-2015_12
特許番号
US09221826B2

反応ノート

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