Hydrochloric Acid → 4-(2-Hydroxy-3,4-dimethoxy-phenyl)-indan-1-one

HRID 2171011노트

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HRID 2171011 반응식
[CH3:1][O:2][C:3]1[C:4]([O:21]COC)=[C:5]([C:11]2[CH:19]=[CH:18][CH:17]=[C:16]3[C:12]=2[CH2:13][CH2:14][C:15]3=[O:20])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].Cl>CO>[OH:21][C:4]1[C:3]([O:2][CH3:1])=[C:8]([O:9][CH3:10])[CH:7]=[CH:6][C:5]=1[C:11]1[CH:19]=[CH:18][CH:17]=[C:16]2[C:12]=1[CH2:13][CH2:14][C:15]2=[O:20]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 866775744-(3,4-Dimethoxy-2-methoxymethoxy-phenyl)-indan-1-one

생성물 1

HCID 674668064-(2-Hydroxy-3,4-dimethoxy-phenyl)-indan-1-one

시약·촉매·용매 1

HCID 887Methanol용매

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온도
50 °C

실험 절차

To a stirring solution of 4-(3,4-Dimethoxy-2-methoxymethoxy-phenyl)-indan-1-one (1.6 g, 4.87 mmol) in methanol (15 mL) at 0° C., was added concentrated hydrochloride acid (3 mL) and the resultant reaction mixture was stirred at 50° C. for 15 min. The reaction mixture was concentrated under reduced pressure and basified with aq sodium bicarbonate solution extracted with ethyl acetate (3×). The combined ethyl acetate layer was washed with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure. The residue was purified by washing with ether to afford the title compound as a solid.

후처리

  1. customthe resultant reaction mixture
  2. concentrationThe reaction mixture was concentrated under reduced pressure and basified with aq sodium bicarbonate solution
  3. extractionextracted with ethyl acetate (3×)
  4. washThe combined ethyl acetate layer was washed with brine
  5. dry with materialdried over anhydrous sodium sulphate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified
  8. washby washing with ether

출처 및 근거

ORD 기록
ord-5e129c83fb604004b284a3d3f3b832fe
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09051290B2

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