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Ethanol → Ethyl 4-bromo-3-methylbenzoate

HRID 563698
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HRID 563698 반응식
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[CH3:11].S(Cl)(Cl)=O.[CH3:16][CH2:17]O>>[CH2:16]([O:7][C:6](=[O:8])[C:5]1[CH:9]=[CH:10][C:2]([Br:1])=[C:3]([CH3:11])[CH:4]=1)[CH3:17]
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참가 물질

4

반응물 3

HCID 702EthanolHCID 24386Thionyl Chloride2회HCID 821314-Bromo-3-methylbenzoic acid

생성물 1

HCID 21729626Ethyl 4-bromo-3-methylbenzoate

실험 절차

To 4-bromo-3-methylbenzoic acid (3 g, 14 mmol) in EtOH (200 mL) was added thionyl chloride (2 mL, 25 mmol), and the reaction was stirred for 10 minutes. Additional thionyl chloride (3 mL, 35 mmol) was added, and the reaction was stirred overnight at 50° C. After cooling to room temperature, the mixture was quenched with the slow addition of powdered Na2CO3, and then filtered and concentrated. The residue was partitioned between EtOAc and H2O, and the organic layer was dried, filtered, and concentrated to give the title compound.

후처리

  1. stirringthe reaction was stirred overnight at 50° C
  2. customthe mixture was quenched with the slow addition of powdered Na2CO3
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was partitioned between EtOAc and H2O
  6. customthe organic layer was dried
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-aef2c2dc02544837b83e32250d5b87e9
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08067445B2

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