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

HRID 1154498노트

반응식

HRID 1154498 반응식
[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

참가 물질

5

반응물 3

HCID 785HydroquinoneHCID 522862Pentyl 2-bromopropanoateHCID 6093208Calcium Hydroxide

생성물 1

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

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

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##

후처리

  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

출처 및 근거

ORD 기록
ord-8fafea20ae1047b2bd6a1a25a5c10e9a
출처 데이터셋
uspto-grants-1984_12
특허 번호
US04489207

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