Water → HCID 11008421、化合物

HRID 1722497ノート

反応式

HRID 1722497 の反応式
Cl[CH:2]1[CH2:5][CH:4]([CH2:6][O:7][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:3]1.CC(C)([O-])C.[K+].O>CS(C)=O>[CH:4]1([CH2:6][O:7][CH2:8][C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:5][CH:2]=[CH:3]1

参加物

5

反応物 3

HCID 962WaterHCID 14720911HCID 14720911、化合物HCID 23665647Potassium tert-butoxide

生成物 1

HCID 11008421HCID 11008421、化合物収率 88.3%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒2 回

実験手順

[[(3-Chlorocyclobutyl)methoxy]methyl]benzene (82 g, 0.39 mole) in 390 ml of dry dimethylsulfoxide was slowly added to a solution of potassium t-butoxide (132 g, 1.17 mole) in 390 ml of dry dimethylsulfoxide in a water-bath at 18° C. under a dry argon atmosphere. After stirring for 1 hour at room temperature, the reaction mixture was poured into 1600 ml of water and extracted with ether (3×1000 ml). The ether extracts were back-extracted with water (4×2000 ml) and the ether extract was then dried over sodium sulfate. The ether was removed in vacuo and the crude product was purified on a Merck silica column, eluting the column with 5% ethyl acetate-hexane. Appropriate fractions were combined and the solvents removed in vacuo yielding 60.0 g of the title compound as a colorless liquid.

後処理

  1. extractionextracted with ether (3×1000 ml)
  2. extractionThe ether extracts were back-extracted with water (4×2000 ml)
  3. extractionthe ether extract
  4. dry with materialwas then dried over sodium sulfate
  5. customThe ether was removed in vacuo
  6. customthe crude product was purified on a Merck silica column
  7. washeluting the column with 5% ethyl acetate-hexane
  8. customthe solvents removed in vacuo

出典と根拠

ORDレコード
ord-c4e5c0a4bcd7427eba1abbf9b5f7ea06
出典データセット
uspto-grants-1989_08
特許番号
US04855466

反応ノート

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