Sodium Hydroxide → (R)-3-hydroxytetradecanoic acid

HRID 5622

反応式

HRID 5622 の反応式
[OH:1][C@H:2]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:3][C:4]([O:6]C)=[O:5].O1CCOCC1.[OH-].[Na+]>CO>[OH:1][C@H:2]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:3][C:4]([OH:6])=[O:5]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 98349453R-hydroxymyristic acid methyl ester

生成物 1

HCID 5288266(R)-3-hydroxytetradecanoic acid収率 98%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Under nitrogen and while stirring there were added dropwise to a solution of 129.2 g of methyl (R)-3-hydroxytetradecanoate, 1033 ml of dioxan and 122.9 g of 28 percent sodium hydroxide solution. 77.5 ml of methanol were added dropwise to the solution. After stirring for a further 1.5 hours the resulting suspension was filtered and the filter cake was washed with 1000 ml of dioxan and filtered off. The filter cake was adjusted to pH 0 by the addition of 650 ml of 1.5N hydrochloric acid. The suspension was stirred, filtered, the filter cake was washed with 3000 ml of water and the crystals were dried. 119.64 g (98%) of (R)-3-hydroxytetradecanoic acid, m.p. 70.6°-71.4°, were obtained.

後処理

  1. stirringAfter stirring for a further 1.5 hours the resulting suspension
  2. filtrationwas filtered
  3. washthe filter cake was washed with 1000 ml of dioxan
  4. filtrationfiltered off
  5. additionThe filter cake was adjusted to pH 0 by the addition of 650 ml of 1.5N hydrochloric acid
  6. stirringThe suspension was stirred
  7. filtrationfiltered
  8. washthe filter cake was washed with 3000 ml of water
  9. customthe crystals were dried

出典と根拠

ORDレコード
ord-3778de4bf8bd4957a0ab8fe7b5d88d63
出典データセット
uspto-grants-1993_09
特許番号
US05245056

関連ノート

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