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Hydride → (3-Chloro-5-(trifluoromethyl)phenyl)methanol

HRID 534839
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HRID 534839 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:11]=1)[C:5](OC)=[O:6].[H-]>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:5][OH:6])[CH:9]=[C:10]([C:12]([F:14])([F:15])[F:13])[CH:11]=1
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참가 물질

4

반응물 2

HCID 166653HydrideHCID 46311109Methyl 3-chloro-5-(trifluoromethyl)benzoate

생성물 1

HCID 3857254(3-Chloro-5-(trifluoromethyl)phenyl)methanol수율 102%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of methyl 3-chloro-5-(trifluoromethyl)benzoate (Reference Example 29, 2.20 g, 9.22 mmol) in THF (100.0 mL) at −78° C. was added disobutylaluminum hydride solution (28.00 mL, 1.0 M in methylene chloride, 28.00 mmol) and the resulting reaction mixture was stirred at this temperature for 4 h. After this time, the reaction was quenched with 1.0 M hydrochloric acid (100 mL) and warmed to room temperature. The reaction mixture was diluted with ethyl acetate, washed with aqueous 1.0 M hydrochloric acid, water, and saturated sodium chloride, dried (Na2SO4), filtered, concentrated under reduced pressure to provide (3-chloro-5-(trifluoromethyl)phenyl)methanol (1.98 g, >99%) as a brown oil, which was used without further purification or characterization.

후처리

  1. customthe resulting reaction mixture
  2. customAfter this time, the reaction was quenched with 1.0 M hydrochloric acid (100 mL)
  3. additionThe reaction mixture was diluted with ethyl acetate
  4. washwashed with aqueous 1.0 M hydrochloric acid, water, and saturated sodium chloride
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-cb78efaa19254d6baa7b88449fb720a0
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08853215B2

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