gamma-Propanol → 4-(3-Hyd-roxypropyl)-2-t-butylphenol

HRID 370745

반응식

HRID 370745 반응식
[C:1]([C:5]1[CH:6]=[C:7]([CH2:16][CH2:17][CH2:18][OH:19])[CH:8]=[C:9](C(C)(C)C)[C:10]=1[OH:11])([CH3:4])([CH3:3])[CH3:2]>FC(F)(F)C(O)=O>[C:1]([C:5]1[CH:6]=[C:7]([CH2:16][CH2:17][CH2:18][OH:19])[CH:8]=[CH:9][C:10]=1[OH:11])([CH3:4])([CH3:2])[CH3:3]

참가 물질

3

반응물 1

HCID 169766gamma-Propanol

생성물 1

HCID 134050654-(3-Hyd-roxypropyl)-2-t-butylphenol수율 64.4%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

반응 조건

온도
40 °C

실험 절차

3-(3',5'-Di-tert-butyl-4'-hydroxyphenyl)-1-propanol (100 g, 0.38 mol) was dissolved in 500 ml of trifluoracetic acid. The solution was stirred at 40° C. for six hours, then poured into an ice-water mixture. The mixture was extracted with methylene chloride. The methylene chloride layer was washed with aqueous sodium carbonate and evaporated. A solution of sodium hydroxide (25 g) in 400 ml of methanol was added to the residue. The mixture was stirred at room temperature for 30 minutes, neutralized with 1N hydrochloric acid and extracted with methylene chloride. The methylene chloride layer was washed with aqueous sodium carbonate and water, dried with anhydrous potassium carbonate, and evaporated. The residue was vacuum distilled to give 51 g (64%) of the product.

후처리

  1. extractionThe mixture was extracted with methylene chloride
  2. washThe methylene chloride layer was washed with aqueous sodium carbonate
  3. customevaporated
  4. additionA solution of sodium hydroxide (25 g) in 400 ml of methanol was added to the residue
  5. stirringThe mixture was stirred at room temperature for 30 minutes
  6. extractionextracted with methylene chloride
  7. washThe methylene chloride layer was washed with aqueous sodium carbonate and water
  8. dry with materialdried with anhydrous potassium carbonate
  9. customevaporated
  10. distillationdistilled

출처 및 근거

ORD 기록
ord-e8dce774cf9642c88248945a8acbd9d7
출처 데이터셋
uspto-grants-1985_07
특허 번호
US04528311

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