Phosphorus tribromide → 5-(Benzyloxy)-2-(bromomethyl)-1,3-dimethylbenzene

HRID 1013807ノート

反応式

HRID 1013807 の反応式
[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([CH3:15])[C:12]([CH2:16]O)=[C:11]([CH3:18])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(Br)(Br)[Br:20]>C1COCC1>[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([CH3:15])[C:12]([CH2:16][Br:20])=[C:11]([CH3:18])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 24614Phosphorus tribromideHCID 67317571(4-(Benzyloxy)-2,6-dimethylphenyl)methanol

生成物 1

HCID 114267005-(Benzyloxy)-2-(bromomethyl)-1,3-dimethylbenzene収率 247.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Cool a solution of (4-Benzyloxy-2,6-dimethyl-phenyl)-methanol (5.70 g, 24 mmol) in THF (100 mL) to 0° C. Treat the solution with Phosphorous tribromide (0.9 mL, 9.4 mmol) and stir the reaction for 2 hr at 0° C. Quench the reaction with water and extract with Et2O. Wash the organic with brine, dry over MgSO4, and filter. Remove the solvent to afford 7.1 g (99%) of product. 1H NMR (d6-CDCl3) δ 7.31-7.43 (m, 5H), 6.65 (s, 2H), 5.01 (s, 2H), 4.56 (s, 2H), 2.38 (s, 6H).

後処理

  1. customthe reaction for 2 hr at 0° C
  2. customQuench
  3. customthe reaction with water
  4. extractionextract with Et2O
  5. washWash the organic with brine
  6. dry with materialdry over MgSO4
  7. filtrationfilter
  8. customRemove the solvent

出典と根拠

ORDレコード
ord-65e8a7db406c4bd993831213a1943845
出典データセット
uspto-grants-2011_07
特許番号
US07981918B2

反応ノート

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