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Hydrochloric Acid → (4-Chloro-2,5-difluorophenyl)methanol

HRID 1806958
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HRID 1806958 반응식
[Cl:1][C:2]1[C:10]([F:11])=[CH:9][C:5]([C:6](O)=[O:7])=[C:4]([F:12])[CH:3]=1.B.C1COCC1.Cl>O1CCCC1>[Cl:1][C:2]1[C:10]([F:11])=[CH:9][C:5]([CH2:6][OH:7])=[C:4]([F:12])[CH:3]=1
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 2723981Borane;tetrahydrofuranHCID 27332744-Chloro-2,5-difluorobenzoic acid

생성물 1

HCID 18550157(4-Chloro-2,5-difluorophenyl)methanol수율 99.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Step A To the solution of 4-chloro-2,5-difluorobenzoic acid (Oakwood) (6.08 g, 31 mmol) in anhydrous tetrahydrofuran (75 mL) at 0° C. was added a solution of BH3.THF (1 M, 62 mL, 62 mmol). The reaction mixture was stirred at room temperature for 18 h. Aqueous HCl solution was added, and the mixture was extracted with ethyl acetate. The organic layer was separated, washed with saturated aqueous NaHCO3 solution, brine, dried over MgSO4, and concentrated to give (4-chloro-2,5-difluoro-phenyl)-methanol as a colorless oil (5.5 g, 98%).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. customThe organic layer was separated
  3. washwashed with saturated aqueous NaHCO3 solution, brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-29813af4453b4039ab8ce0721943a3ec
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08354444B2

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