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

HRID 2199012
ノート
印刷プレビュー

反応式

HRID 2199012 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 in 5 ml. of methanol was added 50 mg. (1.31 mmols.) of sodium borohydride. The reaction mixture was stirred for 30 minutes and then added to 100 ml. of saturated sodium chloride 150 ml. ether. The ether extract was washed once with 100 ml. of saturated sodium chloride, dried over magnesium sulfate and evaporated in an oil. The oil was 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. additionadded to 100 ml
  3. extractionThe ether extract
  4. washwas washed once with 100 ml
  5. dry with materialof saturated sodium chloride, dried over magnesium sulfate
  6. customevaporated in an oil
  7. customThe oil was 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-62cfaf03e38d47f1857a2074cfeed63e
出典データセット
uspto-grants-1982_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04360700

反応ノート

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