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

HRID 15185

反応式

HRID 15185 の反応式
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]

参加物

6

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 312751,4-Dioxane溶媒HCID 516951Monobasic potassium phosphate溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-479eea0990784411930dc1e50887c603
出典データセット
uspto-grants-2010_06
特許番号
US07732480B2

関連ノート

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