Phenethyl bromide → 2-(3,4-Dimethoxyphenyl)-N-(2-phenylethyl)ethan-1-amine--hydrogen bromide (1/1)

HRID 46773

反応式

HRID 46773 の反応式
[CH2:1]([NH2:13])[CH2:2][C:3]1[CH:12]=[CH:11][C:8]([O:9][CH3:10])=[C:5]([O:6][CH3:7])[CH:4]=1.[CH:14]1[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][Br:22])=[CH:16][CH:15]=1>CC(C)=O>[BrH:22].[CH2:21]([NH:13][CH2:1][CH2:2][C:3]1[CH:12]=[CH:11][C:8]([O:9][CH3:10])=[C:5]([O:6][CH3:7])[CH:4]=1)[CH2:20][C:17]1[CH:18]=[CH:19][CH:14]=[CH:15][CH:16]=1

参加物

4

反応物 2

HCID 7666Phenethyl bromideHCID 8421Homoveratrylamine

生成物 1

HCID 30486862-(3,4-Dimethoxyphenyl)-N-(2-phenylethyl)ethan-1-amine--hydrogen bromide (1/1)収率 44.5%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
125 °C

実験手順

A mixture of 10 g of homoveratrylamine and 12 g of β-phenethyl bromide was stirred for 15 minutes at 125° C. in a bath and after cooling the mixture to 60° C., 30 ml of acetone were added. The mixture was iced and vacuum filtered and the recovered precipitate was dissolved in 250 ml of methanol. The solution was concentrated to 50 ml and 400 ml of ethyl acetate were added thereto. The mixture was concentrated to 200 ml, was iced and vacuum filtered to obtain 12.5 g of raw product. The latter was crystallized from isopropanol to obtain 9 g of N-phenethyl-3,4-dimethoxyphenethylamine hydrobromide in the form of colorless crystals melting at 180° C.

後処理

  1. temperatureafter cooling the mixture to 60° C.
  2. filtrationvacuum filtered
  3. dissolutionthe recovered precipitate was dissolved in 250 ml of methanol
  4. concentrationThe solution was concentrated to 50 ml and 400 ml of ethyl acetate
  5. additionwere added
  6. concentrationThe mixture was concentrated to 200 ml
  7. filtrationvacuum filtered
  8. customto obtain 12.5 g of raw product
  9. customThe latter was crystallized from isopropanol

出典と根拠

ORDレコード
ord-8fad7de4d05543a687b763c106462129
出典データセット
uspto-grants-1979_11
特許番号
US04175136

関連ノート

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