Methyl 12-hydroxystearate → Hydroxystearyl alcohol

HRID 1093

反応式

HRID 1093 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].[OH:7][CH:8]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19](OC)=[O:20].[OH-].[K+]>O1CCCC1>[CH2:19]([OH:20])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH:8]([OH:7])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]

参加物

5

反応物 3

HCID 8840Methyl 12-hydroxystearateHCID 14797Potassium HydroxideHCID 21226445Aluminium lithium hydride

生成物 1

HCID 95421Hydroxystearyl alcohol収率 86.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A 5-liter flask equipped with a stirrer, dropping funnel and reflux tube was charged with 28.5 g (0.75 mol) of LiAlH4 and 2 liters of tetrahydrofuran, to which a solution of 237.0 g (0.75 mol) of methyl 12-hydroxyoctadecanate in 1 liter of tetrahydrofuran was added dropwise over 5 hours with stirring. After completion of the dropping, the stirring was continued further for 1 hour at 65° C. After the reaction mixture was then cooled, 90 ml of a 5% aqueous solution of KOH were added with stirring. A salt precipitated was separated by filtration, and the resultant solution was concentrated under reduced pressure. The resulting residue was purified by column chromatography on silica gel, thereby obtaining 185.7 g (yield: 86.6%) of 1,12-octadecanediol.

後処理

  1. customA 5-liter flask equipped with a stirrer
  2. temperaturereflux tube
  3. additionwas added dropwise over 5 hours
  4. temperatureAfter the reaction mixture was then cooled
  5. stirringwith stirring
  6. customA salt precipitated
  7. customwas separated by filtration
  8. concentrationthe resultant solution was concentrated under reduced pressure
  9. customThe resulting residue was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-9598dbc5228f4c2bae79065911c76e2b
出典データセット
uspto-grants-1998_03
特許番号
US05723497

関連ノート

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