Hydrochloric Acid → 6-(4-Acetyl-3-hydroxy-2-propylphenoxy)-2,2-dimethylhexanoic acid

HRID 622243노트

반응식

HRID 622243 반응식
[C:1]([C:4]1[CH:21]=[CH:20][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([CH3:19])([CH3:18])[C:14]([O:16]C)=[O:15])=[C:6]([CH2:22][CH2:23][CH3:24])[C:5]=1[OH:25])(=[O:3])[CH3:2].[I-].[Li+].N1C(C)=CC(C)=CC=1C.Cl>>[C:1]([C:4]1[CH:21]=[CH:20][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([CH3:19])([CH3:18])[C:14]([OH:16])=[O:15])=[C:6]([CH2:22][CH2:23][CH3:24])[C:5]=1[OH:25])(=[O:3])[CH3:2]

참가 물질

5

반응물 4

HCID 313Hydrochloric AcidHCID 79532,4,6-TrimethylpyridineHCID 66321Lithium iodideHCID 21294040Methyl 6-(4-acetyl-3-hydroxy-2-propylphenoxy)-2,2-dimethylhexanoate

생성물 1

HCID 138819776-(4-Acetyl-3-hydroxy-2-propylphenoxy)-2,2-dimethylhexanoic acid

실험 절차

A solution of 1.1 g. of methyl 6-(4-acetyl-3-hydroxy-2-propylphenoxy)-2,2-dimethylhexanoate and 2.6 g. of lithium iodide in 50 ml. of collidine was heated to 100° C. under a nitrogen blanket for about 46 hours. The reaction mixture was then added to ice. After making the solution acidic with hydrochloric acid, the solution was extracted with ether. The ether phase was washed three times with a 10% sodium bicarbonate solution. The ether solution was then further washed with a dilute hydrochloric acid solution, water, and a saturated sodium chloride solution. Evaporating the ether layer to dryness gave 1.03 g. of the title product, M+ =336; NMR.

후처리

  1. additionThe reaction mixture was then added to ice
  2. extractionthe solution was extracted with ether
  3. washThe ether phase was washed three times with a 10% sodium bicarbonate solution
  4. washThe ether solution was then further washed with a dilute hydrochloric acid solution, water
  5. customEvaporating the ether layer to dryness
  6. customgave 1.03 g

출처 및 근거

ORD 기록
ord-0e51c94ec786474ba758383725a90aa0
출처 데이터셋
uspto-grants-1988_09
특허 번호
US04769482

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