Ethanol → HCID 86740519, 화합물

HRID 637322

반응식

HRID 637322 반응식
[CH3:1][C:2]1([CH3:14])[CH:4]([CH:5]=O)[CH:3]1[C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8].[O:15]([CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(O)C.[Na]>O.C1(C)C=CC=CC=1>[CH3:1][C:2]1([CH3:14])[C@H:4]([CH:5]=[C:22]([O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:23]([O:25][CH2:26][CH3:27])=[O:24])[C@H:3]1[C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8]

참가 물질

7

반응물 4

HCID 702EthanolHCID 17365Acetic acid, 2-phenoxy-, ethyl esterHCID 5360545SodiumHCID 11735753Tert-butyl 3-formyl-2,2-dimethylcyclopropane-1-carboxylate

생성물 1

HCID 86740519HCID 86740519, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매2회

반응 조건

온도
20 °C

실험 절차

9.9 g of tert.-butyl 2,2-dimethyl-3-formyl-cyclopropane-carboxylate and 28 g of ethyl phenoxyacetate were added dropwise at 0° C. to a mixture of 0.05 ml of ethanol, 1.25 g of sodium in small pieces and 25 ml of toluene and the solution was stirred at 20° C. for 16 hours. 20 ml of toluene were added thereto and the mixture was stirred for 4 hours and was poured into iced water. The mixture was extracted with methylene chloride and the organic phase was evaporated to dryness under reduced pressure. The residue was chromatographed over silica gel and was eluted with a 7-3 hexane-ethyl acetate mixture to obtain 12.47 g of E or Z isomer of tert.-butyl (1R,trans) 2,2-dimethyl-3-[2-phenoxy-2-ethoxycarbonyl-ethenyl]-cyclopropane-carboxylate.

후처리

  1. stirringthe mixture was stirred for 4 hours
  2. extractionThe mixture was extracted with methylene chloride
  3. customthe organic phase was evaporated to dryness under reduced pressure
  4. customThe residue was chromatographed over silica gel
  5. washwas eluted with a 7-3 hexane-ethyl acetate mixture

출처 및 근거

ORD 기록
ord-805ed1e8cbb24b90a570527abb9e86ae
출처 데이터셋
uspto-grants-1985_12
특허 번호
US04556666

연결된 노트

불러오는 중…