Acetic Acid → 7-[2-(3-Hydroxy-3-pentyl-trans-1-propenyl)-5-hydroxy-cyclopentyl]-cis-4-heptenoic acid

HRID 46709ノート

反応式

HRID 46709 の反応式
[OH:1][CH:2]([CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])/[CH:3]=[CH:4]/[CH:5]1[CH2:9][CH2:8][C:7](=[O:10])[CH:6]1[CH2:11][CH2:12]/[CH:13]=[CH:14]\[CH2:15][CH2:16][C:17]([OH:19])=[O:18].[BH4-].[Na+].C(O)(=O)C>CO>[OH:1][CH:2]([CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])/[CH:3]=[CH:4]/[CH:5]1[CH2:9][CH2:8][CH:7]([OH:10])[CH:6]1[CH2:11][CH2:12]/[CH:13]=[CH:14]\[CH2:15][CH2:16][C:17]([OH:19])=[O:18]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 4311764Sodium borohydrideHCID 867358317-[2-(3-Hydroxy-3-pentyl-trans-1-propenyl)-5-oxocyclopentyl]-cis-4-heptenoic acid

生成物 1

HCID 867358307-[2-(3-Hydroxy-3-pentyl-trans-1-propenyl)-5-hydroxy-cyclopentyl]-cis-4-heptenoic acid

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

150 mg of 7-[2-(3-hydroxy-3-pentyl-trans-1-propenyl)-5-oxocyclopentyl]-cis-4-heptenoic acid were dissolved in 20 ml of methanol and three times each time 150 mg of NaBH4 were added within the course 11/2 hours. The reaction solution was adjusted to pH 7 by means of glacial acetic acid, the solvent was removed by distillation under reduced pressure, the residue was acidified with 2N-HCl to pH 1 and extracted thrice with 150 ml of ether. After washing, the organic phase was concentrated.

後処理

  1. customthe solvent was removed by distillation under reduced pressure
  2. extractionextracted thrice with 150 ml of ether
  3. washAfter washing
  4. concentrationthe organic phase was concentrated

出典と根拠

ORDレコード
ord-dc88e9eb07ef4e82890e6b61f58b1a11
出典データセット
uspto-grants-1979_11
特許番号
US04174458

反応ノート

読み込み中…