Hydrogen Peroxide → HCID 22730343、化合物

HRID 2085798ノート

反応式

HRID 2085798 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH:9]=[CH2:10])[CH:6]=[CH:5][C:4]=1[C:11]1[CH:16]=[CH:15][C:14]([C:17]([O:19][CH3:20])=[O:18])=[CH:13][CH:12]=1.B.C(=O)([O-])[O-:23].[Na+].[Na+].OO>C1COCC1.C(OCC)(=O)C>[OH:23][CH2:10][CH2:9][C:7]1[CH:6]=[CH:5][C:4]([C:11]2[CH:12]=[CH:13][C:14]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:16]=2)=[C:3]([O:2][CH3:1])[CH:8]=1

参加物

7

反応物 4

HCID 784Hydrogen PeroxideHCID 6331BoraneHCID 10340Sodium CarbonateHCID 22730842HCID 22730842、化合物

生成物 1

HCID 22730343HCID 22730343、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒

反応条件

温度
60 °C

実験手順

A solution of Example 445A (228 mg) and 1M borane in THF (1.2 mL) in THF (2 mL) at room temperature was stirred for 5 hours, and treated sequentially with 2M sodium carbonate (1 mL) and 33% hydrogen peroxide (1 mL). The mixture was heated to 60° C. for 1 hour, diluted with ethyl acetate (100 mL), washed with water (45 mL) and brine (10 mL), dried (MgSO4), filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 20-40% ethyl acetate/hexanes to provide the desired product.

後処理

  1. washwashed with water (45 mL) and brine (10 mL)
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe concentrate was purified by flash column chromatography on silica gel with 20-40% ethyl acetate/hexanes

出典と根拠

ORDレコード
ord-c85ae76e43564310b0d03f663230f600
出典データセット
uspto-grants-2004_04
特許番号
US06720338B2

反応ノート

読み込み中…