Acetic Acid → 4-(4-Methylphenyl)-3-phenylbutan-2-amine

HRID 1160721ノート

反応式

HRID 1160721 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:10](=O)[CH3:11])=[CH:4][CH:3]=1.C(O)(=O)C.C([BH3-])#[N:24].[Na+]>N.CO>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:10]([NH2:24])[CH3:11])=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 176Acetic AcidHCID 5003444Sodium cyanoborohydrideHCID 126157934-(4-Methylphenyl)-3-phenylbutan-2-one

生成物 1

HCID 222706534-(4-Methylphenyl)-3-phenylbutan-2-amine

試薬・触媒・溶媒 2

HCID 222Ammonia溶媒HCID 887Methanol溶媒

実験手順

To a solution of the 4-(4-methylphenyl)-3-phenylbutan-2-one (308 mg, 1.29 mmol) in 7M ammonia in MeOH (5 mL) and acetic acid (3 mL) was added sodium cyanoborohydride (130 mg, 2.06 mmol) and the reaction stirred at room temperature overnight. The reaction was quenched by pouring into 2M sodium carbonate solution and extracted into EtOAc. The aqueous layer was salted and re-extracted. The combined organic extracts were dried over MgSO4 and concentrated to give the title compound as a mixture of 4 isomers which was used without further purification. LC-MS: m/e 240 (M+H)+ (2.22 min).

後処理

  1. customThe reaction was quenched
  2. additionby pouring into 2M sodium carbonate solution
  3. extractionextracted into EtOAc
  4. extractionre-extracted
  5. dry with materialThe combined organic extracts were dried over MgSO4
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-3639b1a97ba04bca82e8ba8101bdcca7
出典データセット
uspto-grants-2010_10
特許番号
US07816534B2

反応ノート

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