Ammonium formate → 4-Methoxy-2-(propan-2-yl)phenol

HRID 81779

반응식

HRID 81779 반응식
O[C:2]([C:5]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:6]=1[OH:13])([CH3:4])[CH3:3].C([O-])=O.[NH4+]>CC(O)=O.O.[Pd]>[CH:2]([C:5]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:6]=1[OH:13])([CH3:4])[CH3:3]

참가 물질

6

반응물 2

HCID 2723923Ammonium formateHCID 252417532-(2-Hydroxypropan-2-YL)-4-methoxyphenol

생성물 1

HCID 183649974-Methoxy-2-(propan-2-yl)phenol수율 97%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 176Acetic Acid용매HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

To a solution of 2-(1-hydroxy-1-methyl-ethyl)-4-methoxy-phenol (50.57 g, 278 mmol) in 550 ml AcOH was added 10% Pd/C (as a slurry in 20 ml H2O) Ammonium formate (87.52 g, 1388 mmol) was added in portions. The mixture was warmed to 100° C. for 1 hour, cooled and filtered through a pad of celite. The celite pad was washed with ethyl acetate. The mother liquor was mixed with H2O and extracted with ethyl acetate. The combined organics were washed with H2O, washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to give 2-isopropyl-4-methoxy-phenol (44.74 g, 97%) as a pale yellow oil.

후처리

  1. additionwas added in portions
  2. temperaturecooled
  3. filtrationfiltered through a pad of celite
  4. washThe celite pad was washed with ethyl acetate
  5. additionThe mother liquor was mixed with H2O
  6. extractionextracted with ethyl acetate
  7. washThe combined organics were washed with H2O
  8. washwashed with brine
  9. dry with materialdried over Na2SO4
  10. filtrationfiltered
  11. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-ae4b24557d6b49009a4414d37c4a6811
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846705B2

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