Water → Ethyl p-(6-Bromohexyloxy)benzoate

HRID 359803노트

반응식

HRID 359803 반응식
[OH:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][CH:3]=1.[OH-].[K+].[Br:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]Br.O>CS(C)=O>[Br:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:11][CH:12]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 8434EthylparabenHCID 123681,6-DibromohexaneHCID 14797Potassium Hydroxide

생성물 1

HCID 18989362Ethyl p-(6-Bromohexyloxy)benzoate수율 71.4%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

To a solution of 232 g of ethyl 4-hydroxybenzoate [XII; Alk=C2H5 ] in 1.2 liters of dimethylsulfoxide was added 100 g of potassium hydroxide. The mixture was stirred for five minutes, 678 g of 1,6-dibromohexane was then added, and the mixture stirred for four hours during which an exothermic reaction occurred (max. temp. 46° C.). The reaction mixture was added to 1500 ml of water and extracted three times with 800 ml of cyclohexane. The cyclohexane layer was washed with 800 ml of water, 200 ml 2N potassium hydroxide and 800 ml concentrated sodium chloride solution, then filtered and concentrated in vacuo. The residue was triturated with ether to give 328.1 g of ethyl 4-(6-bromohexyloxy)benzoate.

후처리

  1. stirringthe mixture stirred for four hours during which
  2. customan exothermic reaction
  3. custom(max. temp. 46° C.)
  4. extractionextracted three times with 800 ml of cyclohexane
  5. washThe cyclohexane layer was washed with 800 ml of water, 200 ml 2N potassium hydroxide and 800 ml concentrated sodium chloride solution
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe residue was triturated with ether

출처 및 근거

ORD 기록
ord-7282f901de3d4d6c8715599be6f89aec
출처 데이터셋
uspto-grants-1991_03
특허 번호
US05002960

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