Water → 443982-73-8

HRID 2252344ノート

反応式

HRID 2252344 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:14][CH3:15])[C:10]=1[CH:11]([CH3:13])[CH3:12])[CH2:6]O.P(Br)(Br)[Br:17].O>CCOCC>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:14][CH3:15])[C:10]=1[CH:11]([CH3:13])[CH3:12])[CH2:6][Br:17]

参加物

5

反応物 3

HCID 962WaterHCID 24614Phosphorus tribromideHCID 46928175(3,5-dimethoxy-4-propan-2-yl-phenyl)methanol

生成物 1

HCID 66842814443982-73-8収率 175.2%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

To 3,5-Dimethoxy-4-i-propylbenzyl alcohol (12.57 g, 59.8 mmol) in dry ether (100 mL) at 0° C. was added PBr3 (3.0 mL, 31.2 mmol) dropwise under nitrogen. The reaction was monitored by TLC. After the reaction was completed (˜4 h), water (180 mL) was added. The organic layer was separated and the aqueous layer was extracted with ether (3×50 mL). The extract was washed with water (20 mL), sat. Na2CO3 (20 mL), water (20 mL) and brine (20 mL), and dried over anhydrous sodium sulfate. Evaporation of the solution yielded pure bromide (14.93 g, 91.4%) as a white solid. 1HNMR (CDCl3, ppm): δ 1.29 (d, J=7.1 Hz, 6H), 3.64 (hept, J=7.1 Hz, 1H), 3.84 (s, 6H), 4.50 (s, 2H), 6.60 (s, 2H).

後処理

  1. additionwas added
  2. customThe organic layer was separated
  3. extractionthe aqueous layer was extracted with ether (3×50 mL)
  4. washThe extract was washed with water (20 mL), sat. Na2CO3 (20 mL), water (20 mL) and brine (20 mL)
  5. dry with materialdried over anhydrous sodium sulfate
  6. customEvaporation of the solution

出典と根拠

ORDレコード
ord-142c063c6097424fb06b9f88b3fa8fef
出典データセット
uspto-grants-2008_01
特許番号
US07321050B2

反応ノート

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