Tert-butyl 3-hexadecanoyloxyoctadecanoate → 3-Hexadecanoyloxyoctadecanoic acid

HRID 236491

반응식

HRID 236491 반응식
[C:1]([O:18][CH:19]([CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])[CH2:20][C:21]([O:23]C(C)(C)C)=[O:22])(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]>FC(F)(F)C(O)=O>[C:1]([O:18][CH:19]([CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])[CH2:20][C:21]([OH:23])=[O:22])(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

참가 물질

3

반응물 1

HCID 20216792Tert-butyl 3-hexadecanoyloxyoctadecanoate

생성물 1

HCID 134890283-Hexadecanoyloxyoctadecanoic acid수율 108%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

To tert-butyl 3-hexadecanoyloxyoctadecanoate (16.56 g) was added trifluoroacetic acid (20 ml) and the mixture was stirred at room temperature for 1 hour. Trifluoroacetic acid was removed off under reduced pressure, and to the residue was added dry benzene, followed by evaporation of the solvent. This operation was repeated three times. To a solution of the dried residue in ethyl acetate (250 ml) were added N-hydroxysuccinimide (3.21 g) and N,N'-dicyclohexylcarbodiimide (5.75 g). The mixture was stirred at ambient temperature overnight and then filtered to remove N,N'-dicyclohexylurea. The filtrate was condensed and dried up by high vacuum pump to give N-hydroxysuccinimide ester of 3-hexadecanoyloxyoctadecanoic acid (16.2 g).

후처리

  1. customTrifluoroacetic acid was removed off under reduced pressure
  2. additionto the residue was added dry benzene
  3. customfollowed by evaporation of the solvent
  4. additionTo a solution of the dried residue in ethyl acetate (250 ml) were added N-hydroxysuccinimide (3.21 g) and N,N'-dicyclohexylcarbodiimide (5.75 g)
  5. stirringThe mixture was stirred at ambient temperature overnight
  6. filtrationfiltered
  7. customto remove N,N'-dicyclohexylurea
  8. customcondensed
  9. customdried up by high vacuum pump

출처 및 근거

ORD 기록
ord-64af87270a6c464ea0ae488346096952
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04643990

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