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Boron tribromide → HCID 21996975, 화합물

HRID 1637024
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HRID 1637024 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:17]C)=[C:6]([CH:16]=1)[C:7]([C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1)=[O:8].B(Br)(Br)Br>ClCCl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([OH:17])=[C:6]([CH:16]=1)[C:7]([C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1)=[O:8]
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참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 21996993HCID 21996993, 화합물2회

생성물 1

HCID 21996975HCID 21996975, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 190 mg (0.6 mmol) of 5-bromo-2-methoxy-4'-methylbenzophenone (Compound H) in 15 mL of dichloromethane was added 0.9 mL (0.9 mmol) of boron tribromide (1M in dichloromethane) at ambient temperature. The orange solution was stirred at ambient temperature for 3 hours under a blanket of argon. The reaction mixture was cooled to -78° C., quenched with methanol and then extracted between ethyl acetate and sat. NaHCO3 (aq.) solution. The layers were separated and the organic phase was dried over MgSO4, filtered and concentrated in vacuo to give a pale yellow solid. Purification by flash chromatography (silica, 5% ethyl acetate in hexane) gave the title compound as a white solid.

후처리

  1. temperatureThe reaction mixture was cooled to -78° C.
  2. customquenched with methanol
  3. extractionextracted between ethyl acetate and sat. NaHCO3 (aq.) solution
  4. customThe layers were separated
  5. dry with materialthe organic phase was dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customto give a pale yellow solid
  9. customPurification by flash chromatography (silica, 5% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-4c44a7e123804ea3b85ef0c1d0f58986
출처 데이터셋
uspto-grants-2000_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06037488

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