Sodium borohydride → Tert-butyl 3-hydroxyoctadecanoate

HRID 236474노트

반응식

HRID 236474 반응식
[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]

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 16110963Tert-butyl 3-oxooctadecanoate

생성물 1

HCID 13962663Tert-butyl 3-hydroxyoctadecanoate수율 96.8%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-cb6f234fc8bd413b9c61f0f659d9cb06
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04643990

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