Hydrochloric Acid → 4-(2'-Hydroxy-3',4'-dimethoxy-6'-methylphenyl)butyric acid

HRID 647040노트

반응식

HRID 647040 반응식
[OH:1][C:2]1[C:14]([O:15][CH3:16])=[C:13]([O:17][CH3:18])[CH:12]=[C:11]([CH3:19])[C:3]=1[C:4]([CH2:6][CH2:7][C:8]([OH:10])=[O:9])=O.Cl.O>C1(C)C=CC=CC=1>[OH:1][C:2]1[C:14]([O:15][CH3:16])=[C:13]([O:17][CH3:18])[CH:12]=[C:11]([CH3:19])[C:3]=1[CH2:4][CH2:6][CH2:7][C:8]([OH:10])=[O:9]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 129061353-(2'-Hydroxy-3',4'-dimethoxy-6'-methylbenzoyl)propionic acid

생성물 1

HCID 129061404-(2'-Hydroxy-3',4'-dimethoxy-6'-methylphenyl)butyric acid

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of 3-(2'-hydroxy-3',4'-dimethoxy-6'-methylbenzoyl)propionic acid (formula II-1 wherein R=H3CO, X=H, Y=OH, n=2 in the free form) (0.536 part), zinc amalgam (1 part), concentrated hydrochloric acid (1 volume part), water (2 volume parts) and toluene (2 volume parts) was refluxed for 5 hours and, after cooling, the reaction mixture was extracted with diethyl ether. The extract was washed with water and dried. The solvents were distilled off under reduced pressure and the residue was recrystallized from diethyl ether-hexane. The procedure provided 4-(2'-hydroxy-3',4'-dimethoxy-6'-methylphenyl)butyric acid (formula II-2 wherein R=H3CO, X=H, Y=OH, n=2, in the free form) (0.34 part) as colorless needles melting at 98°-100° C.

후처리

  1. temperaturewas refluxed for 5 hours
  2. temperatureafter cooling
  3. extractionthe reaction mixture was extracted with diethyl ether
  4. washThe extract was washed with water
  5. customdried
  6. distillationThe solvents were distilled off under reduced pressure
  7. customthe residue was recrystallized from diethyl ether-hexane

출처 및 근거

ORD 기록
ord-2d958c319613433994fd831b03a3fdcb
출처 데이터셋
uspto-grants-1983_10
특허 번호
US04407757

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