2-Methyl-6-(3-trifluoromethyl-phenyl)-pyridine-3-carbaldehyde → [Rac]-1-[2-methyl-6-(3-trifluoromethyl-phenyl)-pyridin-3-yl]-propan-1-ol

HRID 1726977노트

반응식

HRID 1726977 반응식
[CH3:1][C:2]1[C:7]([CH:8]=[O:9])=[CH:6][CH:5]=[C:4]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=2)[N:3]=1.[CH2:20]([Mg]Cl)[CH3:21]>C1COCC1>[CH3:1][C:2]1[C:7]([CH:8]([OH:9])[CH2:20][CH3:21])=[CH:6][CH:5]=[C:4]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:17])([F:19])[F:18])[CH:11]=2)[N:3]=1

참가 물질

4

반응물 2

HCID 219356242-Methyl-6-(3-trifluoromethyl-phenyl)-pyridine-3-carbaldehydeHCID 178461633HCID 178461633, 화합물

생성물 1

HCID 69039637[Rac]-1-[2-methyl-6-(3-trifluoromethyl-phenyl)-pyridin-3-yl]-propan-1-ol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

0.600 g (2.26 mmol) of the above prepared 2-methyl-6-(3-trifluoromethyl-phenyl)-pyridine-3-carbaldehyde was dissolved in 11 ml of abs. THF and treated at −15° C. with 1.08 ml of 2.5 M ethyl magnesium chloride solution (in THF). After 30 Min., the reaction mixture was carefully poured onto crashed ice/NH4Cl, extracted twice with AcOEt, washed with water and brine, dried over sodium sulfate, and evaporated to dryness. Flash chromatography (SiO2, hexane/AcOEt=8/2) produced finally 0.473 g of pure title compound as white crystals of mp. 97-99° C.

후처리

  1. dissolutionwas dissolved in 11 ml of abs
  2. addition, the reaction mixture was carefully poured
  3. extractionextracted twice with AcOEt
  4. washwashed with water and brine
  5. dry with materialdried over sodium sulfate
  6. customevaporated to dryness

출처 및 근거

ORD 기록
ord-0483ee356cfb4f1f9bdf4baa65fa6b7f
출처 데이터셋
uspto-grants-2009_02
특허 번호
US07495001B2

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