Calcium Carbonate → (3-Bromo-5-methylphenyl)methanol

HRID 564462ノート

反応式

HRID 564462 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH2:9]Br)[CH:3]=1.[O:11]1CCOCC1.C(=O)([O-])[O-].[Ca+2]>O>[Br:1][C:2]1[CH:3]=[C:4]([CH2:9][OH:11])[CH:5]=[C:6]([CH3:8])[CH:7]=1

参加物

5

反応物 3

HCID 10112Calcium CarbonateHCID 312751,4-DioxaneHCID 223242611-Bromo-3-(bromomethyl)-5-methylbenzene

生成物 1

HCID 22983157(3-Bromo-5-methylphenyl)methanol

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 1-bromo-3-(bromomethyl)-5-methylbenzene (40.0 g, 151 mmol), 1,4-dioxane (150 mL), water (150 mL) and calcium carbonate (37.9 g, 379 mmol) was heated for 16 h at reflux. The mixture was filtered and the filtrate was concentrated in vacuum, then diluted with CH2Cl2 (150 mL). The organic layer was washed with HCl (2N, 50 mL) and a solution of saturated sodium bicarbonate (50 mL), dried (Na2SO4) and concentrated in vacuum to give 25.0 g of crude product (3-bromo-5-methylphenyl)methanol.

後処理

  1. temperaturewas heated for 16 h
  2. temperatureat reflux
  3. filtrationThe mixture was filtered
  4. concentrationthe filtrate was concentrated in vacuum
  5. additiondiluted with CH2Cl2 (150 mL)
  6. washThe organic layer was washed with HCl (2N, 50 mL)
  7. dry with materiala solution of saturated sodium bicarbonate (50 mL), dried (Na2SO4)
  8. concentrationconcentrated in vacuum

出典と根拠

ORDレコード
ord-739ce7e3838d4717abd5a6f7411d03f2
出典データセット
uspto-grants-2011_11
特許番号
US08067408B2

反応ノート

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