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Methanol → 4-[2-Benzyloxy-4-(1,1-dimethylheptyl)phenyl]-2-butanol

HRID 894419
ノート
印刷プレビュー

反応式

HRID 894419 の反応式
[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([C:15]([CH3:23])([CH3:22])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH:12]=[CH:11][C:10]=1[CH2:24][CH2:25][C:26](=[O:28])[CH3:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO.[BH4-].[Na+].[Cl-].[Na+]>CCOCC>[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([C:15]([CH3:22])([CH3:23])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH:12]=[CH:11][C:10]=1[CH2:24][CH2:25][CH:26]([OH:28])[CH3:27])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 887MethanolHCID 5234Sodium ChlorideHCID 4311764Sodium borohydrideHCID 128821654-[2-Benzyloxy-4-(1,1-dimethylheptyl)phenyl]-2-butanone

生成物 1

HCID 205179964-[2-Benzyloxy-4-(1,1-dimethylheptyl)phenyl]-2-butanol収率 84%

試薬・触媒・溶媒 1

HCID 3283
Diethyl Ether
溶媒

実験手順

To a -15° C. solution of 0.5 g. (1.31 mmols.) of 4-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]-2-butanone (the product of Example 1) in 5 ml. of methanol is added 50 mg. (1.31 mmols.) of sodium borohydride. The reaction mixture is stirred for 30 minutes and is then added to 100 ml. of saturated sodium chloride-150 ml. ether. The ether extract is washed once with 100 ml. of saturated sodium chloride, dried over magnesium sulfate and evaporated to an oil. The oil is purified via column chromatography on 100 g. of silica gel eluted with 1:1 ether:cyclohexane to yield 419 mg. (84%) of the title compound as an oil.

後処理

  1. customTo a -15° C.
  2. additionis then added to 100 ml
  3. extractionThe ether extract
  4. washis washed once with 100 ml
  5. dry with materialof saturated sodium chloride, dried over magnesium sulfate
  6. customevaporated to an oil
  7. customThe oil is purified via column chromatography on 100 g
  8. washof silica gel eluted with 1:1 ether
  9. customcyclohexane to yield 419 mg

出典と根拠

ORDレコード
ord-e8a4ffd9918740c59ad908801c3717b6
出典データセット
uspto-grants-1981_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04283569

反応ノート

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