HCID 53945181, 화합물 → [6-Acetyl-3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]-2-propylphenoxy]acetic acid

HRID 2164922노트

반응식

HRID 2164922 반응식
C[O:2][C:3](=[O:36])[CH2:4][O:5][C:6]1[C:11]([C:12](=[O:14])[CH3:13])=[CH:10][CH:9]=[C:8]([O:15][CH2:16][CH2:17][CH2:18][O:19][C:20]2[CH:25]=[CH:24][C:23]([C:26](=[O:28])[CH3:27])=[C:22]([OH:29])[C:21]=2[CH2:30][CH2:31][CH3:32])[C:7]=1[CH2:33][CH2:34][CH3:35]>CO.[OH-].[Na+]>[C:12]([C:11]1[C:6]([O:5][CH2:4][C:3]([OH:36])=[O:2])=[C:7]([CH2:33][CH2:34][CH3:35])[C:8]([O:15][CH2:16][CH2:17][CH2:18][O:19][C:20]2[CH:25]=[CH:24][C:23]([C:26](=[O:28])[CH3:27])=[C:22]([OH:29])[C:21]=2[CH2:30][CH2:31][CH3:32])=[CH:9][CH:10]=1)(=[O:14])[CH3:13]

참가 물질

4

반응물 1

HCID 53945181HCID 53945181, 화합물

생성물 1

HCID 13389155[6-Acetyl-3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]-2-propylphenoxy]acetic acid

시약·촉매·용매 2

HCID 887Methanol용매HCID 14798Sodium Hydroxide용매

실험 절차

A solution of 1.41 g of [6-acetyl-3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]-2-propylphenoxy]acetic acid methyl ester in 50 ml of methanol and 14 ml of 1N sodium hydroxide was stirred at reflux for 22 hours. The methanol was removed in vacuo and the pH of the residue was adjusted to 2.0 with 6N hydrochloric acid. The gummy product was extracted with ether and the crude extract was purified by chromatography on 60 g of silica gel. Elution with a solvent mixture of toluene:ethyl acetate:acetic acid (65:25:10) gave, after recrystallization from methylene chlorideether, 0.51 g (38%), mp 151°-155°, of [6-acetyl-3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]-2-propylphenoxy]acetic acid.

후처리

  1. temperatureat reflux for 22 hours
  2. customThe methanol was removed in vacuo
  3. extractionThe gummy product was extracted with ether
  4. extractionthe crude extract
  5. customwas purified by chromatography on 60 g of silica gel
  6. washElution
  7. additionwith a solvent mixture of toluene:ethyl acetate:acetic acid (65:25:10)
  8. customgave
  9. customafter recrystallization from methylene chlorideether, 0.51 g (38%), mp 151°-155°

출처 및 근거

ORD 기록
ord-1f03882bb4f44ea29f3f5050d2f6af59
출처 데이터셋
uspto-grants-1985_03
특허 번호
US04507498

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