Sodium methanethiolate → 4-Bromo-5-hydroxy-2,3-dihydro-1H-inden-1-one

HRID 471435노트

반응식

HRID 471435 반응식
[Br:1][C:2]1[C:10]([O:11]C)=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=[O:13].C[S-].[Na+]>CN(C)C=O>[Br:1][C:2]1[C:10]([OH:11])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=[O:13]

참가 물질

4

반응물 2

HCID 4378561Sodium methanethiolateHCID 378189874-bromo-5-methoxy-2,3-dihydro-1H-inden-1-one

생성물 1

HCID 688667904-Bromo-5-hydroxy-2,3-dihydro-1H-inden-1-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
120 °C

실험 절차

4-Bromo-5-methoxy-indane-1-one (10 g, 41.48 mmol) and sodium methane-thiolate (12.68 g, 180.94 mmol) are dissolved in 25 mL of N,N-dimethylformamide and the reaction mixture is stirred at 120° C. for 3 h. The reaction mixture is concentrated under vacuum, 40 mL of a 2 M solution of hydrochloric acid is added and the reaction mixture is extracted with 300 mL of ethyl acetate. The organic phase is collected, dried over sodium sulfate and concentrated under vacuum. The crude product obtained (9 g) is used in the next step without any further treatment.

후처리

  1. concentrationThe reaction mixture is concentrated under vacuum, 40 mL of a 2 M solution of hydrochloric acid
  2. additionis added
  3. extractionthe reaction mixture is extracted with 300 mL of ethyl acetate
  4. customThe organic phase is collected
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-ed0a5ff54fe34080a8f4a48370d79a39
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08633182B2

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