Methanol → 4-(6-Fluoro-3,4-dihydroxyphenyl)-7,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrobromide

HRID 54678ノート

反応式

HRID 54678 の反応式
[F:1][C:2]1[C:7]([CH:8]2[C:17]3[C:12](=[C:13]([O:20][CH3:21])[C:14]([O:18][CH3:19])=[CH:15][CH:16]=3)[CH2:11][NH:10][CH2:9]2)=[CH:6][C:5]([O:22]C)=[C:4]([O:24]C)[CH:3]=1.B(Br)(Br)[Br:27].ClCCl.CO>ClCCl>[BrH:27].[F:1][C:2]1[C:7]([CH:8]2[C:17]3[C:12](=[C:13]([O:20][CH3:21])[C:14]([O:18][CH3:19])=[CH:15][CH:16]=3)[CH2:11][NH:10][CH2:9]2)=[CH:6][C:5]([OH:22])=[C:4]([OH:24])[CH:3]=1

参加物

5

反応物 3

HCID 887MethanolHCID 199597004-(6-Fluoro-3,4-dimethoxyphenyl)-7,8-dimethoxy-1,2,3,4-tetrahydroisoquinolineHCID 22277759Boron tribromide dichloromethane

生成物 1

HCID 199597074-(6-Fluoro-3,4-dihydroxyphenyl)-7,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrobromide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

0.90 g of 4-(6-fluoro-3,4-dimethoxyphenyl)-7,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline was dissolved in 25 ml of dichloromethane; and to the mixture was added dropwise 1M boron tribromide-dichloromethane solution (27 ml) under an argon gas stream, at internal temperature of -30° to -60° C. under cooling while stirring. The mixture was stirred for 3 hours at room temperature and 7.0 ml of methanol was added to the mixture under cooling with dry ice-methanol bath, dropwise. The mixture was stirred for 30 minutes at room temperature, the crystals which separated out was collected, giving 0.75 g of 4-(6-fluoro-3,4-dihydroxyphenyl)-7,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrobromide.

後処理

  1. temperatureat internal temperature of -30° to -60° C. under cooling
  2. stirringThe mixture was stirred for 3 hours at room temperature
  3. temperatureunder cooling with dry ice-methanol bath
  4. stirringThe mixture was stirred for 30 minutes at room temperature
  5. customthe crystals which separated out
  6. customwas collected

出典と根拠

ORDレコード
ord-8181472a7ee64a2596e3e86eb4fea37c
出典データセット
uspto-grants-1997_04
特許番号
US05623074

反応ノート

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