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

HRID 1160721노트

반응식

HRID 1160721 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 222Ammonia용매HCID 887Methanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-3639b1a97ba04bca82e8ba8101bdcca7
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07816534B2

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