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

HRID 1764137

反応式

HRID 1764137 の反応式
[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:31])[CH:19](Br)[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH3:16]>C(O)C>[CH2:15]([O:17][C:18](=[O:31])[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][CH2:27][CH2:28][CH3:29])[CH3:16]

参加物

5

反応物 3

HCID 69727Phenol, p-(1-cyclohexen-1-yl)-HCID 95583Ethyl 2-bromododecanoateHCID 5360545Sodium

生成物 1

HCID 54458993alpha-[p-(1-Cyclohexenyl)-phenoxy]-dodecanoic acid ethyl ester

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒3 回

反応条件

温度
50 °C

実験手順

To a solutuion of 1.6 g of sodium in 100 ml of absolute ethanol are added initially 10 g of p-(1-cyclohexenyl)-phenol in a small amount of absolute ethanol at room temperature under anhydrous conditions and with stirring. 26 Grams of α-bromo-dodecanoic acid ethyl ester are then added dropwise and the mixture is maintained at 50° C for 24 hours. The ethanol is subsequently stripped off in vacuo and the residue is partitioned between water and ice-cold N sodium hydroxide solutuion. 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]-dodecanoic acid ethyl ester of the formula ##STR17## in the form of an oil.

後処理

  1. customthe residue is partitioned between water and ice-cold N sodium hydroxide solutuion
  2. washThe organic phase is washed until neutral,
  3. dry with materialdried over sodium sulphate
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-902a14d7dee1475dad2a82cf5af2dfb1
出典データセット
uspto-grants-1978_09
特許番号
US04115416

関連ノート

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