Ammonium Chloride → 1-[3-(Cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]ethanol

HRID 1097410노트

반응식

HRID 1097410 반응식
[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH:11]=[CH:12][C:13]=2[O:14][CH:15]([F:17])[F:16])[CH:9]=[O:10])[CH2:3][CH2:2]1.[CH3:18][Mg+].[Br-].[NH4+].[Cl-]>C1COCC1>[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH:9]([OH:10])[CH3:18])[CH:11]=[CH:12][C:13]=2[O:14][CH:15]([F:16])[F:17])[CH2:3][CH2:2]1

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 189736983-(Cyclopropylmethoxy)-4-(difluoromethoxy)benzaldehydeHCID 178418689HCID 178418689, 화합물

생성물 1

HCID 592936281-[3-(Cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]ethanol수율 94%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

In THF, dissolved was 3-(cyclopropylmethoxy)-4-(difluoromethoxy)benzaldehyde (24 g, 99 mmol), and 3M CH3MgBr (49 ml, 148 mmol) was added thereto at −78° C. The reaction mixture was neutralized with NH4Cl, and extracted with EA. The extract was washed twice with brine, dried over MgSO4, filtered and evaporated under reduced pressure to remove solvent. The mixture was purified via column chromatography (n-hexane/EA=1/1) to obtain 1-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]ethanol (24 g, 94%).

후처리

  1. additionwas added
  2. customat −78° C
  3. extractionextracted with EA
  4. washThe extract was washed twice with brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customevaporated under reduced pressure
  8. customto remove solvent
  9. customThe mixture was purified via column chromatography (n-hexane/EA=1/1)

출처 및 근거

ORD 기록
ord-b4185e144bde4cb2a5c0b393ea4730b5
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08143262B2

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