Acetic Acid → 4-(4-Hydroxy-3,5-dimethylphenyl)butanoic acid

HRID 980756

반응식

HRID 980756 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([C:11](=O)[CH2:12][CH2:13][C:14]([OH:16])=[O:15])[CH:5]=[C:6]([CH3:10])[C:7]=1[O:8]C.C(O)(=O)C.Cl>O>[CH3:1][C:2]1[CH:3]=[C:4]([CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15])[CH:5]=[C:6]([CH3:10])[C:7]=1[OH:8]

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 140320874-(3,5-Dimethyl-4-methoxyphenyl)-4-oxobutyric acid

생성물 1

HCID 143485904-(4-Hydroxy-3,5-dimethylphenyl)butanoic acid

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 4-(3,5-dimethyl-4-methoxyphenyl)-4-oxobutyric acid (13 g), zinc amalgam [prepared from zinc (15 g) and mercuric chloride (1.5 g)], glacial acetic acid (70 ml), water (70 ml) and concentrated hydrochloric acid (170 ml) was heated at reflux for 12 hr. The cooled mixture was filtered and the filtrate was poured into water (1 liter). The mixture was extracted with ethyl acetate and the organic fraction was washed four times with water. The dried (MgSO4) organic fraction was evaporated to give 4-(3,5-dimethyl-4-hydroxyphenyl)butyric acid as a pale yellow oil. Pmr spectrum (CDCl3 ; δ in ppm): 1.79-2.64 (6H,m); 2.22 (6H,s); 6.79 (2H,s); 7.6 (2H,brs).

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 12 hr
  3. filtrationThe cooled mixture was filtered
  4. additionthe filtrate was poured into water (1 liter)
  5. extractionThe mixture was extracted with ethyl acetate
  6. washthe organic fraction was washed four times with water
  7. dry with materialThe dried (MgSO4) organic fraction
  8. customwas evaporated

출처 및 근거

ORD 기록
ord-a299a93302ba48d8943b2b76f6408986
출처 데이터셋
uspto-grants-1987_01
특허 번호
US04639267

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