Formaldehyde → 1-[Bis(hydroxymethyl)-methyl]-6,7-dimethoxy-3,4-dihydroisoquinoline

HRID 542190

反応式

HRID 542190 の反応式
[CH2:1]=[O:2].[CH3:3][OH:4].[CH3:5][C:6]1[C:15]2[C:10](=[CH:11][C:12]([O:18][CH3:19])=[C:13]([O:16][CH3:17])[CH:14]=2)[CH2:9][CH2:8][N:7]=1>CC[O-].[Na+]>[OH:2][CH2:1][CH:5]([CH2:3][OH:4])[C:6]1[C:15]2[C:10](=[CH:11][C:12]([O:18][CH3:19])=[C:13]([O:16][CH3:17])[CH:14]=2)[CH2:9][CH2:8][N:7]=1

参加物

5

反応物 3

HCID 712FormaldehydeHCID 887MethanolHCID 226523,4-Dihydro-6,7-dimethoxy-1-methylisoquinoline

生成物 1

HCID 136966801-[Bis(hydroxymethyl)-methyl]-6,7-dimethoxy-3,4-dihydroisoquinoline収率 90%

試薬・触媒・溶媒 1

HCID 2723922Sodium ethoxide溶媒

実験手順

To a suspension of 2.5 moles of paraformaldehyde in 300 ml of methanol 1 mole (205.3 g) of 1-methyl-6,7-dimethoxy-3,4-dihydroisoquinoline and subsequently freshly prepared sodium ethylate (1 g of sodium+50 ml of ethanol) are added at room temperature, with stirring. The reaction mixture is stirred for 5 to 6 hours, whereupon it is kept at 40° to 50 C.° for half an hour. The mixture is evaporated under reduced pressure and the obtained crystalline material is recrystallized from a mixture of acetone and ether. The aimed compound is obtained with a melting point of 129° to 131 C.°

後処理

  1. additionare added at room temperature
  2. stirringThe reaction mixture is stirred for 5 to 6 hours, whereupon it
  3. waitis kept at 40° to 50 C.° for half an hour
  4. customThe mixture is evaporated under reduced pressure
  5. customthe obtained crystalline material is recrystallized from a mixture of acetone and ether

出典と根拠

ORDレコード
ord-3f656b5628b14d78b120d90d97df7325
出典データセット
uspto-grants-1987_04
特許番号
US04656179

関連ノート

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