Chloroacetic Acid → [2-(Hexadecyloxy)-1-(hydroxymethyl)ethoxy]acetic acid

HRID 1586690노트

반응식

HRID 1586690 반응식
[H-].[Na+].Cl[CH2:4][C:5]([OH:7])=[O:6].[CH2:8]([O:24][CH2:25][CH:26]([OH:50])[CH2:27][O:28]C(C1C=CC(OC)=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23].O>C1(C)C=CC=CC=1>[CH2:8]([O:24][CH2:25][CH:26]([CH2:27][OH:28])[O:50][CH2:4][C:5]([OH:7])=[O:6])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

참가 물질

6

반응물 4

HCID 300Chloroacetic AcidHCID 962WaterHCID 24758Sodium hydrideHCID 142607721-(Hexadecyloxy)-3-((4-methoxyphenyl)diphenylmethoxy)-2-propanol

생성물 1

HCID 19939581[2-(Hexadecyloxy)-1-(hydroxymethyl)ethoxy]acetic acid수율 53.5%

시약·촉매·용매 1

HCID 1140Toluene용매3회

실험 절차

To a suspension of 13.1 g of 50% sodium hydride in 200 ml of toluene was add a solution of 12.6 g of chloroacetic acid in 50 ml of toluene over a 45 minute period. A solution of 65.5 g of 1-(hexadecyloxy)-3-[(4-methoxyphenyl)diphenylmethoxy]-2-propanol in 100 ml of toluene was added over 30 minutes. The mixture was refluxed for 65 hours, poured into water and acidified to pH 4. The mixture was extracted with ether. The ether solution was dried and evaporated. The residue was purified by chromatography giving 22.3 g of the title compound.

후처리

  1. temperatureThe mixture was refluxed for 65 hours
  2. extractionThe mixture was extracted with ether
  3. dry with materialThe ether solution was dried
  4. customevaporated
  5. customThe residue was purified by chromatography

출처 및 근거

ORD 기록
ord-9861e2eb17b84c46b197c4f6cd9d557b
출처 데이터셋
uspto-grants-1993_06
특허 번호
US05215975

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