Carbon tetrabromide → 4-(1,1-Dimethyl-3,3-dibromo-2-propenyl)anisole

HRID 481523

反応式

HRID 481523 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([CH3:13])([CH3:12])[CH:10]=O)=[CH:5][CH:4]=1.[C:14](Br)(Br)([Br:16])[Br:15].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>C(Cl)Cl>[CH3:12][C:9]([C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)([CH3:13])[CH:10]=[C:14]([Br:16])[Br:15]

参加物

5

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 111376892-(4-Methoxyphenyl)-2-methylpropanal

生成物 1

HCID 190664224-(1,1-Dimethyl-3,3-dibromo-2-propenyl)anisole収率 45%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution of Compound 45 (3.0 g, 17 mmol) and CBr4 (11 g, 34 mmol) in CH2Cl2 (100 ml) was added PPh3 (18 g, 67 mmol) at r.t., and stirred for 1.5 h. The mixture was quenched by the addition of H2O, and extracted with CH2Cl2. The combined organic layers were washed with brine, dried over MgSO4, filtered, and concentrated. This was purified by SiO2 chromatography to give Compound 53 (2.5 g, 45%) as a colorless oil.

後処理

  1. customThe mixture was quenched by the addition of H2O
  2. extractionextracted with CH2Cl2
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThis was purified by SiO2 chromatography

出典と根拠

ORDレコード
ord-7fb77abeec4e4e33acaabbbc6f9447a3
出典データセット
uspto-grants-1998_08
特許番号
US05789423

関連ノート

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