Ethyl 5-bromovalerate → 5-[p-(1-Cyclooctenyl)-phenoxy]-pentanoic acid ethyl ester

HRID 597304

반응식

HRID 597304 반응식
[C:1]1([C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.[Na].[CH2:17]([O:19][C:20](=[O:26])[CH2:21][CH2:22][CH2:23][CH2:24]Br)[CH3:18]>C(O)C>[CH2:17]([O:19][C:20](=[O:26])[CH2:21][CH2:22][CH2:23][CH2:24][O:15][C:12]1[CH:11]=[CH:10][C:9]([C:1]2[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=2)=[CH:14][CH:13]=1)[CH3:18]

참가 물질

5

반응물 3

HCID 84580Ethyl 5-bromovalerateHCID 5360545SodiumHCID 53964233p-(1-Cyclooctenyl)-phenol

생성물 1

HCID 543745795-[p-(1-Cyclooctenyl)-phenoxy]-pentanoic acid ethyl ester

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

12 g of p-(1-cyclooctenyl)-phenol are first added to a solution of 1.7 g of sodium in 60 ml of absolute ethanol whilst stirring in an anhydrous atmosphere, and after 30 minutes 18.8 g of 5-bromopentanoic acid ethyl ester are added dropwise. After completion of the addition, the mixture is stirred for 15 hours at 70° C and is evaporated to dryness in vacuo. The evaporation residue is distributed between 3 times 150 ml of ether and twice 100 ml of water. The organic phases are combined, dried over sodium sulphate and evaporated in vacuo. Chromatography of the evaporation residue on silica gel with chloroform as the eluant gives 5-[p-(1-cyclooctenyl)-phenoxy]-pentanoic acid ethyl ester of boiling point 165° -170° C at 0.03 mm Hg.

후처리

  1. additionAfter completion of the addition
  2. stirringthe mixture is stirred for 15 hours at 70° C
  3. customis evaporated to dryness in vacuo
  4. dry with materialdried over sodium sulphate
  5. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-a3789e0bc05e4e07864f7cb6f1be5937
출처 데이터셋
uspto-grants-1977_03
특허 번호
US04013708

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