Acetone → 6-Hydroxy-2,2-dimethylchroman-4-one

HRID 567053

반응식

HRID 567053 반응식
[CH3:1][C:2]([C:4]1[CH:9]=[C:8]([OH:10])[CH:7]=[CH:6][C:5]=1[OH:11])=[O:3].N1C[CH2:15][CH2:14][CH2:13]1.CC(C)=O>C(#N)C.CC(=O)OCC>[CH3:13][C:14]1([CH3:15])[CH2:1][C:2](=[O:3])[C:4]2[C:5](=[CH:6][CH:7]=[C:8]([OH:10])[CH:9]=2)[O:11]1

참가 물질

6

반응물 3

HCID 180AcetoneHCID 102792-AcetylhydroquinoneHCID 31268Pyrrolidine

생성물 1

HCID 35198596-Hydroxy-2,2-dimethylchroman-4-one

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

반응 조건

온도
45 °C

실험 절차

A reaction mixture of 100 g (0.65 mol) of 2,5-dihydroxyacetophenone in 1 l of acetonitrile, 130 ml (1.55 mol) of pyrrolidine and 290 ml (3.95 mol) of acetone was heated to 45° C. for 8 h. The solvents were then stripped off in vac. and the residue was dissolved in 1 l of EA. The organic phase was washed twice with dilute hydrochloric acid, stirred with activated carbon and dried over magnesium sulfate and largely concentrated. After stirring the residue with petroleum ether and filtering off the precipitate with suction, 102 g of 2,2-dimethyl-6-hydroxychroman-4-one, m.p. 158° C., were obtained.

후처리

  1. washThe organic phase was washed twice with dilute hydrochloric acid
  2. dry with materialdried over magnesium sulfate
  3. concentrationlargely concentrated
  4. stirringAfter stirring the residue with petroleum ether
  5. filtrationfiltering off the precipitate with suction, 102 g of 2,2-dimethyl-6-hydroxychroman-4-one, m.p. 158° C.
  6. customwere obtained

출처 및 근거

ORD 기록
ord-656dc5f435c44ad0858c3ba105c8cba2
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06177449B1

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