Myristyl bromide → [4-(Tetradecyloxy)phenyl]acetic acid methyl ester

HRID 1728833ノート

反応式

HRID 1728833 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:4][CH:3]=1.Br[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].C(=O)([O-])[O-].[K+].[K+]>[I-].[K+].CC(C)=O>[CH3:12][O:11][C:9](=[O:10])[CH2:8][C:5]1[CH:4]=[CH:3][C:2]([O:1][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH3:14])=[CH:7][CH:6]=1

参加物

6

反応物 3

HCID 8208Myristyl bromideHCID 11430Potassium CarbonateHCID 518900Benzeneacetic acid, 4-hydroxy-, methyl ester

生成物 1

HCID 10316608[4-(Tetradecyloxy)phenyl]acetic acid methyl ester収率 63.3%

試薬・触媒・溶媒 2

HCID 4875Potassium Iodide触媒HCID 180Acetone溶媒

実験手順

A mixture of 200 g of methyl 4-hydroxyphenylacetate, 350.4 g of 1-bromotetradecane, 207.9 g of potassium carbonate, 10 g of potassium iodide and 1.5 L of acetone is heated at reflux temperature for 24 hours. The reaction is cooled to room temperature, concentrated in vacuo and the residue is recrystallized from cold hexane to give 276.0 g of the desired product.

後処理

  1. temperatureis heated
  2. temperatureat reflux temperature for 24 hours
  3. concentrationconcentrated in vacuo
  4. customthe residue is recrystallized from cold hexane

出典と根拠

ORDレコード
ord-e88ce8d779c943d8b074dad71bd8cfa3
出典データセット
uspto-grants-1994_07
特許番号
US05328921

反応ノート

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