Hydrochloric Acid → (2-Iodo-5-(trifluoromethyl)phenyl)methanol

HRID 1994501노트

반응식

HRID 1994501 반응식
[I:1][C:2]1[CH:9]=[CH:8][C:7]([C:10]([F:13])([F:12])[F:11])=[CH:6][C:3]=1[CH:4]=[O:5].[BH4-].[Na+].Cl>C1COCC1.O>[I:1][C:2]1[CH:9]=[CH:8][C:7]([C:10]([F:12])([F:13])[F:11])=[CH:6][C:3]=1[CH2:4][OH:5]

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 716509062-Iodo-5-(trifluoromethyl)benzaldehyde

생성물 1

HCID 23160665(2-Iodo-5-(trifluoromethyl)phenyl)methanol

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

An alternative procedure is as follows: To a solution of 2-Iodo-5-(trifluoromethyl)benzaldehyde (EXAMPLE 80, Step A, 9 g) in THF (100 mL) and water (10 mL) at 0° C. was added NaBH4 (0.5 g). The reaction was stirred 30 minutes. To the reaction mixture was added dilute aqueous HCl (cautiously). The mixture was extracted with ether and the ether layer was washed with water, then brine. The ether layer was then dried over anhydrous MgSO4, filtered and concentrated. The material is chromatographed on SiO2 using a step gradient of 1:3 CH2Cl2/hexanes, then 1:1 CH2Cl2/hexanes, then 100% CH2Cl2 to afford [2-iodo-5-(trifluoromethyl)phenyl]methanol as a white solid.

후처리

  1. extractionThe mixture was extracted with ether
  2. washthe ether layer was washed with water
  3. dry with materialThe ether layer was then dried over anhydrous MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe material is chromatographed on SiO2 using a step gradient of 1:3 CH2Cl2/hexanes

출처 및 근거

ORD 기록
ord-0e68aac6d87f4764bb14a7dd2824286c
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07652049B2

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