Phenol, p-(1-cyclohexen-1-yl)- → alpha-[p-(1-Cyclohexenyl)-phenoxy]-decanoic acid ethyl ester

HRID 1764141

반응식

HRID 1764141 반응식
[Na].[C:2]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][CH:3]=1.[CH2:15]([O:17][C:18](=[O:29])[CH:19](Br)[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH3:16]>C(O)C>[CH2:15]([O:17][C:18](=[O:29])[CH:19]([O:14][C:11]1[CH:10]=[CH:9][C:8]([C:2]2[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]=2)=[CH:13][CH:12]=1)[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH3:16]

참가 물질

5

반응물 3

HCID 69727Phenol, p-(1-cyclohexen-1-yl)-HCID 95581Ethyl 2-bromodecanoateHCID 5360545Sodium

생성물 1

HCID 53893361alpha-[p-(1-Cyclohexenyl)-phenoxy]-decanoic acid ethyl ester

시약·촉매·용매 1

HCID 702Ethanol용매3회

실험 절차

To a solution of 1.6g of sodium in 100 ml of absolute ethanol, 10 g of p-(1-cyclohexenyl)-phenol in a small amount of absolute ethanol are added at room temperature under anhydrous conditions and with stirring. 10 g of α-bromo-decanoic acid ethyl ester are then added dropwise and the reaction mixture is stirred up for 24 hours at 50° C. The ethanol is subsequently stripped off in vacuo and the residue is partitioned between water and ice-cold N-sodium hydroxide solution. The organic phase is washed until neutral, dried over sodium sulphate and concentrated in vacuo. The residue yields the crude α-[p-(1-cyclohexenyl)-phenoxy]-decanoic acid ethyl ester of the formula ##STR21## in the form of an oil.

후처리

  1. stirringthe reaction mixture is stirred up for 24 hours at 50° C
  2. customthe residue is partitioned between water and ice-cold N-sodium hydroxide solution
  3. washThe organic phase is washed until neutral,
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-e8278a725ff241229debd445f2469cfd
출처 데이터셋
uspto-grants-1978_09
특허 번호
US04115416

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