Benzyl Chloride → 4-(benzyloxy)-2,3-dihydro-1H-inden-1-one

HRID 1388294

반응식

HRID 1388294 반응식
[OH:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=[O:11].C(=O)([O-])[O-].[K+].[K+].[CH2:18](Cl)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CN(C)C=O.O>[C:19]1([CH2:18][O:1][C:2]2[CH:10]=[CH:9][CH:8]=[C:7]3[C:3]=2[CH2:4][CH2:5][C:6]3=[O:11])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

참가 물질

6

반응물 3

HCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 5905474-Hydroxy-1-indanone

생성물 1

HCID 136161924-(benzyloxy)-2,3-dihydro-1H-inden-1-one

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a solution of 4.44 g (0.03 m) of 4-hydroxy-1-indanone in 50 ml of dimethylformamide is added 4.15 g (0.03 m) of potassium carbonate with stirring followed by the dropwise addition of 3.8 g (0.03 m) of benzyl chloride. The reaction mixture is heated at steam bath temperature for 3 hours, then cooled and diluted with water. The aqueous mixture is extracted with ethyl acetate and the extract is washed with water, dried over anhydrous sodium sulfate and concentrated to dryness in vacuo. The residue is triturated with ether and concentrated to dryness to yield: 5.86 g (82%) of a brown solid, m.p. 70°-73° C., sufficiently pure to be used in the next step.

후처리

  1. temperatureThe reaction mixture is heated at steam bath temperature for 3 hours
  2. temperaturecooled
  3. extractionThe aqueous mixture is extracted with ethyl acetate
  4. washthe extract is washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated to dryness in vacuo
  7. customThe residue is triturated with ether
  8. concentrationconcentrated to dryness to yield: 5.86 g (82%) of a brown solid, m.p. 70°-73° C.

출처 및 근거

ORD 기록
ord-9f18b5c968a44018bdc8b358ce612c3e
출처 데이터셋
uspto-grants-1984_02
특허 번호
US04431647

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