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

HRID 1828960ノート

反応式

HRID 1828960 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
4 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-887a460b861f40089b78e8cf5a4eb7bd
出典データセット
uspto-grants-2006_06
特許番号
US07060847B2

反応ノート

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