Water → alpha-[p-(1-Cycloheptenyl)-phenoxy]-undecanoic acid ethyl ester

HRID 1764145

반응식

HRID 1764145 반응식
[C:1]1([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.[Na].O.[CH2:17]([O:19][C:20](=[O:32])[CH:21](Br)[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH3:18]>C(O)C>[CH2:17]([O:19][C:20](=[O:32])[CH:21]([O:14][C:11]1[CH:10]=[CH:9][C:8]([C:1]2[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=2)=[CH:13][CH:12]=1)[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH3:18]

참가 물질

6

반응물 4

HCID 962WaterHCID 95582Ethyl 2-bromoundecanoateHCID 5360545SodiumHCID 21272839p-(1-Cycloheptenyl)-phenol

생성물 1

HCID 53939343alpha-[p-(1-Cycloheptenyl)-phenoxy]-undecanoic acid ethyl ester

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

10 g of p-(1-cycloheptenyl)-phenol in a little absolute ethanol are first added to a solution of 1.6 g of sodium in 100 ml of absolute ethanol, which is stirred at room temperature whilst excluding water; 25.2 g of α-bromo-undecanoic acid ethyl ester are then added dropwise, the mixture is left at 50°C for 24 hours, the ethanol is removed in vacuo and the residue is partitioned between ether and ice-cold 1 N sodium hydroxide solution. The organic phase is washed until neutral, dried over sodium sulphate and concentrated by evaporation in vacuo. Crude α-[p-(1-cycloheptenyl)-phenoxy]-undecanoic acid ethyl ester boiling at 160° C/0.06 mm Hg is obtained in the evaporation residue.

후처리

  1. customthe ethanol is removed in vacuo
  2. customthe residue is partitioned between ether and ice-cold 1 N sodium hydroxide solution
  3. washThe organic phase is washed until neutral,
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated by evaporation in vacuo

출처 및 근거

ORD 기록
ord-465c7c229a5e4e08ac6bfd453101c59d
출처 데이터셋
uspto-grants-1978_09
특허 번호
US04115416

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