Sodium borohydride → Tert-butyl 3-hydroxyoctadecanoate

HRID 236474ノート

反応式

HRID 236474 の反応式
[O:1]=[C:2]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:3][C:4]([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5].[BH4-].[Na+]>CO>[OH:1][CH:2]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:3][C:4]([O:6][C:7]([CH3:8])([CH3:9])[CH3:10])=[O:5]

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 16110963Tert-butyl 3-oxooctadecanoate

生成物 1

HCID 13962663Tert-butyl 3-hydroxyoctadecanoate収率 96.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

To a solution of tert-butyl 3-oxooctadecanoate (130 g) in methanol (700 ml) was added sodium borohydride (15 g) at 0° C. in a portionwise. The mixture was stirred for 1 hour at 0° C. To the reaction mixture was added ice water and from this whole the object compound was extracted with ethyl acetate. The ethyl acetate solution was washed with water, dried over magnesium sulfate and then evaporated to give a residue which was dried up by using high vacuum pump to afford crude tert-butyl 3-hydroxyoctadecanoate (126.6 g) as an oil.

後処理

  1. extractionfrom this whole the object compound was extracted with ethyl acetate
  2. washThe ethyl acetate solution was washed with water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated
  5. customto give a residue which
  6. customwas dried up

出典と根拠

ORDレコード
ord-cb6f234fc8bd413b9c61f0f659d9cb06
出典データセット
uspto-grants-1987_02
特許番号
US04643990

反応ノート

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