Oct-6-en-2-one → HCID 14127272, 화합물

HRID 648673노트

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HRID 648673 반응식
[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]

참가 물질

5

반응물 3

HCID 537566Oct-6-en-2-oneHCID 4311764Sodium borohydrideHCID 12507348HCID 12507348, 화합물

생성물 1

HCID 14127272HCID 14127272, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

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온도
25 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-fcc84f36fa394e96951eb8e2141f5e49
출처 데이터셋
uspto-grants-1988_04
특허 번호
US04735966

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