Oct-6-en-2-one → HCID 14127272、化合物

HRID 648673ノート

反応式

HRID 648673 の反応式
[Cl:1][C:2]1([Cl:11])[C@@H:9]2[C@@H:4]([CH2:5][CH2:6][CH:7]=[CH:8]2)[C:3]1=[O:10].CC=CCCCC(=O)C.[BH4-].[Na+]>CO>[Cl:1][C:2]1([Cl:11])[C@@H:9]2[C@@H:4]([CH2:5][CH2:6][CH:7]=[CH:8]2)[C@H:3]1[OH:10]

参加物

5

反応物 3

HCID 537566Oct-6-en-2-oneHCID 4311764Sodium borohydrideHCID 12507348HCID 12507348、化合物

生成物 1

HCID 14127272HCID 14127272、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
25 °C

実験手順

A solution of 3.0 g of (1S,6R)-8,8-dichlorobicyclo[4.2.0]oct-2-en-7-one, the compound of formula (XXXIX), prepared as shown in Preparation 22, is dissolved in 120 ml of methanol and treated at 0° C. with 1.2 g of sodium borohydride, and the mixture is stirred at 25° C. for 1 hour. The solvent is removed under reduced pressure and the residue partitioned between methylene chloride and water. The extract is dried over anhydrous sodium sulfate, filtered and the solvent removed under reduced pressure. The residue is recrystallized from hexane to give (1S,6R,7R)-8,8-dichlorobicyclo[4.2.0]oct-2-en-7-ol, [α]D =+214.4°, (C=0.5, CHCl3).

後処理

  1. customas shown in Preparation 22
  2. customThe solvent is removed under reduced pressure
  3. customthe residue partitioned between methylene chloride and water
  4. dry with materialThe extract is dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. customthe solvent removed under reduced pressure
  7. customThe residue is recrystallized from hexane

出典と根拠

ORDレコード
ord-fcc84f36fa394e96951eb8e2141f5e49
出典データセット
uspto-grants-1988_04
特許番号
US04735966

反応ノート

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