(+-)-3,4-Dimethoxyamphetamine → 1-[[2-(3,4-Dimethoxyphenyl)-1-methylethyl]amino]-3-(2-iodo-5-methoxyphenoxy)-2-propanol

HRID 1906509ノート

反応式

HRID 1906509 の反応式
[I:1][C:2]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][C:3]=1[O:4][CH2:5][CH:6]1[CH2:8][O:7]1.[CH3:15][O:16][C:17]1[CH:18]=[C:19]([CH2:25][CH:26]([NH2:28])[CH3:27])[CH:20]=[CH:21][C:22]=1[O:23][CH3:24]>S1(CCCC1)(=O)=O.CCOCC>[CH3:15][O:16][C:17]1[CH:18]=[C:19]([CH2:25][CH:26]([NH:28][CH2:8][CH:6]([OH:7])[CH2:5][O:4][C:3]2[CH:9]=[C:10]([O:13][CH3:14])[CH:11]=[CH:12][C:2]=2[I:1])[CH3:27])[CH:20]=[CH:21][C:22]=1[O:23][CH3:24]

参加物

5

反応物 2

HCID 8423(+-)-3,4-DimethoxyamphetamineHCID 20212121[(2-Iodo-5-methoxyphenoxy)methyl]oxirane

生成物 1

HCID 202121341-[[2-(3,4-Dimethoxyphenyl)-1-methylethyl]amino]-3-(2-iodo-5-methoxyphenoxy)-2-propanol収率 73.6%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 31347Sulfolane溶媒

実験手順

A solution of 5.6 g (0.018 mole) of [(2-iodo-5-methoxyphenoxy)methyl]oxirane, the product of Example 5b. and 3.25 g (0.016 mole) of 2-(3,4-dimethoxyphenyl)-alphamethylethylamine in 15 ml of sulfolane was heated at 80° C. for one hour and at 110° for six hours. The mixture was dissolved in ether and the ether washed with water and brine. The ether layer was dried (K2CO3) and the solvent evaporated in vacuo. The residue was flash chromatographed on SiO2 using MeOH:CHCl3, 1:30 as the eluant. The major compound bearing fractions were pooled and the solvent evaporated in vacuo. There was obtained 5.9 g (71% yield) of 1-[[2-(3,4-dimethoxyphenyl)-1-methylethyl]amino]-3-(2-iodo-5-methoxyphenoxy)-2-propanol as a yellow oil.

後処理

  1. washthe ether washed with water and brine
  2. dry with materialThe ether layer was dried (K2CO3)
  3. customthe solvent evaporated in vacuo
  4. customchromatographed on SiO2
  5. customthe solvent evaporated in vacuo

出典と根拠

ORDレコード
ord-1292f9a889c84aef83f3235d1b0b8fa5
出典データセット
uspto-grants-1987_03
特許番号
US04652584

反応ノート

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