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

HRID 1764135

反応式

HRID 1764135 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:28])[CH:19](Br)[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH3:16]>C(O)C>[CH2:15]([O:17][C:18](=[O:28])[CH:19]([O:14][C:11]1[CH:10]=[CH:9][C:8]([CH:2]2[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]2)=[CH:13][CH:12]=1)[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH3:16]

参加物

5

反応物 3

HCID 69727Phenol, p-(1-cyclohexen-1-yl)-HCID 110997Ethyl 2-bromononan-1-oateHCID 5360545Sodium

生成物 1

HCID 70628623alpha-[p-(1-Cyclohexyl)-phenoxy]-nonanoic acid ethyl ester

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒3 回

実験手順

To a solution of 2.4 g of sodium in 100 ml of absolute ethanol are added initially 15 g of p-(1-cyclohexenyl)-phenol in a small amount of absolute ethanol at room temperature under anhydrous conditions and with stirring. 34 Grams of α-bromo-nonanoic acid ethyl ester are then added dropwise and the reaction mixture is stirred 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-cyclohexyl)-phenoxy]-nonanoic acid ethyl ester of the formula ##STR15## in the form of an oil.

後処理

  1. stirringthe reaction mixture is stirred 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

出典と根拠

ORDレコード
ord-b135ba77b3ca44ea8d9fb59e182d5601
出典データセット
uspto-grants-1978_09
特許番号
US04115416

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