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Boron tribromide → HCID 21996975、化合物

HRID 1976320
ノート
印刷プレビュー

反応式

HRID 1976320 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 25134Boron tribromideHCID 21996993HCID 21996993、化合物2 回

生成物 1

HCID 21996975HCID 21996975、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-34bf6a54f8ad44e19fabd724b18932ab
出典データセット
uspto-grants-2001_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06225494B1

反応ノート

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