Sodium Hydroxide → 12-Hydroxy-8-(methanesulfonyl)heptadecanoic acid

HRID 65638ノート

反応式

HRID 65638 の反応式
[CH3:1][S:2]([CH:5]([CH2:16][CH2:17][CH2:18][CH:19]([O:25]C(=O)C)[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14]C)=[O:13])(=[O:4])=[O:3].[OH-].[Na+]>CO>[CH3:1][S:2]([CH:5]([CH2:16][CH2:17][CH2:18][CH:19]([OH:25])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])(=[O:3])=[O:4]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 21317665Methyl 8-methylsulfonyl-12-acetoxyheptadecanoate

生成物 1

HCID 2021027912-Hydroxy-8-(methanesulfonyl)heptadecanoic acid収率 93%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of methyl 8-methylsulfonyl-12-acetoxyheptadecanoate (29.4 g., 0.07 mole) and 20% aqueous sodium hydroxide (70 ml.) in methanol (70 ml.) is stirred at room temperature for 17 hours. The resulting solution is evaporated in vacuo at ~100° C. to an oily residue which is dissolved in water. The aqueous solution is extracted with ether and the organic extract discarded. Then, the aqueous phase is acidified to Congo Red with 6N hydrochloric acid and extracted with ether. The organic extract is washed with water, dried over magnesium sulfate, filtered and concentrated in vacuo at ~100° C. providing crude title compound as a viscous oil (23.6 g., 93%).

後処理

  1. customThe resulting solution is evaporated in vacuo at ~100° C. to an oily residue which
  2. dissolutionis dissolved in water
  3. extractionThe aqueous solution is extracted with ether
  4. extractionthe organic extract
  5. extractionextracted with ether
  6. extractionThe organic extract
  7. washis washed with water
  8. dry with materialdried over magnesium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated in vacuo at ~100° C.

出典と根拠

ORDレコード
ord-dda08eabadb84d75822c615cbb4e3989
出典データセット
uspto-grants-1978_12
特許番号
US04128564

反応ノート

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