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

HRID 657340노트

반응식

HRID 657340 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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 over (Na2SO4) and concentrated in vacuum to give 25.0 g of crude product (3-bromo-5-methylphenyl)methanol.

후처리

  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 over (Na2SO4)
  8. concentrationconcentrated in vacuum

출처 및 근거

ORD 기록
ord-2c330300e50a4970b47a58bc32be2570
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071588B2

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