Hydrochloric Acid → Benzeneethanamine, 3,4-dimethoxy-N,alpha-dimethyl-

HRID 1828960노트

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HRID 1828960 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][C:12](=O)[CH3:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[CH3:15][NH2:16].[BH4-].[Na+].Cl>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH:12]([NH:16][CH3:15])[CH3:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 6329MethylamineHCID 698962-Propanone, 1-(3,4-dimethoxyphenyl)-HCID 4311764Sodium borohydride

생성물 1

HCID 12235308Benzeneethanamine, 3,4-dimethoxy-N,alpha-dimethyl-수율 92%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
4 °C

실험 절차

A solution of 15.1 g (78 mmol) of (3,4-dimethoxyphenyl) acetone (1) in 102 mL of methanol was cooled to 4° C. and was treated with 35 mL of 40% aqueous methylamine. To the reaction mixture, 3.5 g (92.5 mmol) of sodium borohydride was then added, and the temperature of the reaction was maintained at 4° C. The reaction mixture was allowed to stir for an additional 30 minutes, then concentrated under reduced pressure. To the residue, 60 mL of water was added, and the resulting reaction mixture was acidified to pH 1 using 6N HCl. The aqueous layer was extracted with 5×50 mL of dichloromethane, and the pH was adjusted to pH 13 using 6N NaOH. The aqueous layer was extracted with 4×75 mL of dichloromethane. The organic layers were combined, dried and concentrated to give 15 g (72 mmol, 92%) of 1A as a colorless oil (M+H, 210).

후처리

  1. concentrationconcentrated under reduced pressure
  2. additionTo the residue, 60 mL of water was added
  3. customthe resulting reaction mixture
  4. extractionThe aqueous layer was extracted with 5×50 mL of dichloromethane
  5. extractionThe aqueous layer was extracted with 4×75 mL of dichloromethane
  6. customdried
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-887a460b861f40089b78e8cf5a4eb7bd
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07060847B2

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