Dicyclohexylcarbodiimide → 4-Oxo-decanoic acid 3,7-dimethyl-oct-2,6-dienyl ester

HRID 841149

반응식

HRID 841149 반응식
[O:1]=[C:2]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[CH2:3][CH2:4][C:5]([OH:7])=[O:6].[CH3:14][C:15](=[CH:17][CH2:18][CH2:19]/[C:20](=[CH:22]/[CH2:23]O)/[CH3:21])[CH3:16].C1(N=C=NC2CCCCC2)CCCCC1.N1(C2C=CN=CC=2)CCCC1>ClCCl>[CH3:21][C:20]([CH2:19][CH2:18][CH:17]=[C:15]([CH3:16])[CH3:14])=[CH:22][CH2:23][O:6][C:5](=[O:7])[CH2:4][CH2:3][C:2](=[O:1])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]

참가 물질

6

반응물 4

HCID 10868DicyclohexylcarbodiimideHCID 755674-PyrrolidinopyridineHCID 5386474-Oxo capric acidHCID 637566Geraniol

생성물 1

HCID 539704894-Oxo-decanoic acid 3,7-dimethyl-oct-2,6-dienyl ester수율 218.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 5.2 g 4-oxo-decanoic acid, 13.5 g geraniol, 17.5 g N,N′-dicyclohexyl-carbodiimide and 1.0 g 4-pyrrolidinopyridine in 250 ml of dichloromethane was stirred for 24 hours at room temperature. The precipitate was filtered off, the filtrate was diluted with ether, washed with aqueous hydrochloric acid, saturated NaHCO3 and brine. The organic phase was dried, filtered and evaporated to dryness. The resulting oil-cristall mixture was purified by chromatography to yield 19.7 g of a colourless oil.

후처리

  1. filtrationThe precipitate was filtered off
  2. additionthe filtrate was diluted with ether
  3. washwashed with aqueous hydrochloric acid, saturated NaHCO3 and brine
  4. customThe organic phase was dried
  5. filtrationfiltered
  6. customevaporated to dryness
  7. customThe resulting oil-cristall mixture was purified by chromatography

출처 및 근거

ORD 기록
ord-a7d181d12292442e96cf23e8a9f9a07b
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06369248B1

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