Hydroquinone → n-Pentyl 2-(4-hydroxyphenoxy)-propionate

HRID 1154498ノート

反応式

HRID 1154498 の反応式
[C:1]1([CH:8]=[CH:7][C:5]([OH:6])=[CH:4][CH:3]=1)[OH:2].[OH-].[Ca+2].[OH-].Br[CH:13]([CH3:22])[C:14]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[O:15]>CS(C)=O>[OH:2][C:1]1[CH:8]=[CH:7][C:5]([O:6][CH:13]([CH3:22])[C:14]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[O:15])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 785HydroquinoneHCID 522862Pentyl 2-bromopropanoateHCID 6093208Calcium Hydroxide

生成物 1

HCID 12919931n-Pentyl 2-(4-hydroxyphenoxy)-propionate収率 70.8%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

264 g (2.4 moles) of hydroquinone were dissolved in 800 ml of anhydrous dimethylsulfoxide, and 89 g (1.2 moles) of calcium hydroxide were added. The mixture was stirred for 30 minutes at room temperature, after which it was cooled to 10° C. 268 g (1.2 moles) of n-pentyl 2-bromopropionate were added dropwise in the course of 3 hours, while maintaining this temperature. Thereafter, the mixture was left to warm up to room temperature, and stirred for 20 hours at this temperature. Finally, the mixture was worked up as described in Example 1. 214 g (0.85 mole) of n-pentyl 2-(4-hydroxyphenoxy)-propionate were obtained. Yield: 70.8%; bp.=149°-150° C./0.2 mbar. ##STR6##

後処理

  1. temperatureafter which it was cooled to 10° C
  2. temperaturewhile maintaining this temperature
  3. waitThereafter, the mixture was left
  4. temperatureto warm up to room temperature
  5. stirringstirred for 20 hours at this temperature

出典と根拠

ORDレコード
ord-8fafea20ae1047b2bd6a1a25a5c10e9a
出典データセット
uspto-grants-1984_12
特許番号
US04489207

反応ノート

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