Sodium Hydroxide → 7-[3,4-Dihydroxy-2-(3-hydroxyoctyl)cyclopentyl]heptanoic acid

HRID 372130ノート

反応式

HRID 372130 の反応式
[OH:1][CH:2]1[CH:6]([OH:7])[CH2:5][CH:4]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([O:16]CC)=[O:15])[CH:3]1[CH2:19][CH2:20][CH:21]([OH:27])[CH2:22][CH2:23][CH2:24][CH2:25][CH3:26].[OH-].[Na+]>C(O)C>[OH:1][CH:2]1[CH:6]([OH:7])[CH2:5][CH:4]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15])[CH:3]1[CH2:19][CH2:20][CH:21]([OH:27])[CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 20354857Ethyl 7-[3,4-dihydroxy-2-(3-hydroxyoctyl)cyclopentyl]heptanoate

生成物 1

HCID 203548487-[3,4-Dihydroxy-2-(3-hydroxyoctyl)cyclopentyl]heptanoic acid収率 45.6%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Ethyl 7-[3,4-dihydroxy-2-(3-hydroxyoctyl)-cyclopentyl]heptanoate (2.6 g.) [prepared as described in (p) above], ethanol (50 ml.) and 2N aqueous sodium hydroxide solution (50 ml.) were heated together at reflux for 18 hours. The ethanol was removed in vacuo, water (25 ml.) was added and the mixture was washed with diethyl ether. The aqueous phase {which was a solution of sodium 7-[3,4-dihydroxy-2-(3-hydroxyoctyl)cyclopentyl]heptanoate} was acidified to pH 1 by the dropwise addition of concentrated hydrochloric acid, extracted with diethyl ether, and the ethereal extract dried over magnesium sulphate and evaporated in vacuo to give 7-[3,4-dihydroxy-2-(3-hydroxyoctyl)cyclopentyl]heptanoic acid (1.1 g.). Elemental analysis: found: C, 67.2; H, 10.3%. C20H38O5 requires C, 67.0; H, 10.7%.

後処理

  1. temperatureat reflux for 18 hours
  2. customThe ethanol was removed in vacuo, water (25 ml.)
  3. additionwas added
  4. washthe mixture was washed with diethyl ether
  5. additionwas acidified to pH 1 by the dropwise addition of concentrated hydrochloric acid
  6. extractionextracted with diethyl ether
  7. extractionthe ethereal extract
  8. dry with materialdried over magnesium sulphate
  9. customevaporated in vacuo

出典と根拠

ORDレコード
ord-b0b605c9f6984d329e59bc30c221c986
出典データセット
uspto-grants-1978_05
特許番号
US04088821

反応ノート

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