Sodium borohydride → 2-Hydroxybicyclo[3.2.0]heptan-6-one

HRID 15185

반응식

HRID 15185 반응식
C([O:3][C:4]1(OCC)[CH2:10][CH:9]2[CH:5]1[CH2:6][CH2:7][C:8]2=[O:11])C.[BH4-].[Na+]>O1CCOCC1.OP([O-])(O)=O.[K+].Cl>[OH:11][CH:8]1[CH2:7][CH2:6][CH:5]2[CH:9]1[CH2:10][C:4]2=[O:3]

참가 물질

6

반응물 2

HCID 4311764Sodium borohydrideHCID 125643656,6-Diethoxybicyclo[3.2.0]heptan-2-one

생성물 1

HCID 134438072-Hydroxybicyclo[3.2.0]heptan-6-one

시약·촉매·용매 3

HCID 313Hydrochloric Acid용매HCID 312751,4-Dioxane용매HCID 516951Monobasic potassium phosphate용매

실험 절차

To a stirred solution of compound 1F in dioxane (50 mL) and 2M KH2PO4 (50 mL) was added NaBH4 (1.0 g, 26.4 mmol) over a 10 min-period, and the stirring was continued at RT for 1 hr. The reaction mixture was diluted with 2M HCl to adjust pH to 1, and stirred at RT for another 1 hr. The reaction was concentrated, dissolved in EtOAc, washed with water, dried over Na2SO4, and concentrated. Purification by silica gel chromatography (50% EtOAc in hexanes) provided the title compound (1.9 g) as a pale yellow oil.

후처리

  1. concentrationThe reaction was concentrated
  2. dissolutiondissolved in EtOAc
  3. washwashed with water
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated
  6. customPurification by silica gel chromatography (50% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-479eea0990784411930dc1e50887c603
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732480B2

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