3-Hydroxy-17-methyleneestra-1,3,5(10)-triene-2-carboxaldehyde → 3-Hydroxy-17beta-methylestra-1,3,5(10)-triene-2-carboxaldehyde

HRID 963184ノート

反応式

HRID 963184 の反応式
[OH:1][C:2]1[C:19]([CH:20]=[O:21])=[CH:18][C:17]2[C@@H:16]3[C@H:7]([C@H:8]4[C@@:12]([CH2:14][CH2:15]3)([CH3:13])[C:11](=[CH2:22])[CH2:10][CH2:9]4)[CH2:6][CH2:5][C:4]=2[CH:3]=1.[H][H]>CCOC(C)=O.[Pd]>[OH:1][C:2]1[C:19]([CH:20]=[O:21])=[CH:18][C:17]2[C@@H:16]3[C@H:7]([C@H:8]4[C@@:12]([CH2:14][CH2:15]3)([CH3:13])[C@@H:11]([CH3:22])[CH2:10][CH2:9]4)[CH2:6][CH2:5][C:4]=2[CH:3]=1

参加物

5

反応物 2

HCID 542724493-Hydroxy-17-methyleneestra-1,3,5(10)-triene-2-carboxaldehydeHCID 178418361HCID 178418361、化合物

生成物 1

HCID 867527243-Hydroxy-17beta-methylestra-1,3,5(10)-triene-2-carboxaldehyde収率 76.2%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 3-hydroxy-17-methyleneestra-1,3,5(10)-triene-2-carboxaldehyde (23, 0.401 g, 1.35 mmol) in EtOAc (10 mL) was added 10 palladium on carbon (0.060 g). The reaction mixture was stirred for 4 h under the hydrogen atmosphere at room temperature. After the catalyst was filtered, the solvent was evaporated at reduced pressure. The residue was purified by column chromatography (silica gel) using n-hexane:EtOAc (10:1→2:1, v/v) to afford 0.307 g of 27 (76% yield).

後処理

  1. filtrationAfter the catalyst was filtered
  2. customthe solvent was evaporated at reduced pressure
  3. customThe residue was purified by column chromatography (silica gel)

出典と根拠

ORDレコード
ord-b8f7d98938da4093bfc92598ce45a0ad
出典データセット
uspto-grants-1998_06
特許番号
US05763432

反応ノート

読み込み中…