Diethyl Ether → 3-[4-(1,1-Dimethylheptyl)-2-hydroxyphenyl]-2-cyclohexenol

HRID 1074479ノート

反応式

HRID 1074479 の反応式
[CH3:1][C:2]([C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH2:21][CH2:20][CH2:19][C:18](=[O:22])[CH:17]=2)=[C:12]([OH:23])[CH:11]=1)([CH3:9])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[BH4-].[Na+].[Cl-].[Na+].CCOCC>CO>[CH3:9][C:2]([C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH2:21][CH2:20][CH2:19][CH:18]([OH:22])[CH:17]=2)=[C:12]([OH:23])[CH:11]=1)([CH3:1])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 5234Sodium ChlorideHCID 4311764Sodium borohydrideHCID 127882083-[4-(1,1-Dimethylheptyl)-2-hydroxyphenyl]-2-cyclohexenone

生成物 1

HCID 127882863-[4-(1,1-Dimethylheptyl)-2-hydroxyphenyl]-2-cyclohexenol

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a -18° C. solution of 70.0 g (0.20 mol) of 3-[4-(1,1-dimethylheptyl]-2-hydroxyphenyl]-cyclohex-2-enone in 200 ml of methanol is added 7.6 g (0.20 mol) of sodium borohydride. The reaction mixture is stirred for 30 minutes and then added to one liter of saturated sodium chloride-one liter of ether. The ether extract is washed once with 500 ml of saturated sodium chloride, dried over magnesium sulfate and evaporated. The residue is purified via column chromatography on 500 g of silica gel eluted with 50% ether-pentane to yield the title compound.

後処理

  1. extractionThe ether extract
  2. washis washed once with 500 ml of saturated sodium chloride
  3. dry with materialdried over magnesium sulfate
  4. customevaporated
  5. customThe residue is purified via column chromatography on 500 g of silica gel
  6. washeluted with 50% ether-pentane

出典と根拠

ORDレコード
ord-a6dc9624671147fa93d582dfe52119a6
出典データセット
uspto-grants-1983_07
特許番号
US04391827

反応ノート

読み込み中…