2-Chloro-1,1-dimethoxyethane → 1-(3,3-dimethoxy-1-phenylpropyl)-1H-pyrazole

HRID 1430233노트

반응식

HRID 1430233 반응식
[CH2:1]([N:8]1[CH:12]=[CH:11][CH:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([Li])CCC.Cl[CH2:19][CH:20]([O:23][CH3:24])[O:21][CH3:22]>O1CCCC1>[CH3:22][O:21][CH:20]([O:23][CH3:24])[CH2:19][CH:1]([N:8]1[CH:12]=[CH:11][CH:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 609862-Chloro-1,1-dimethoxyethaneHCID 35464411-Benzyl-1H-pyrazoleHCID 178418339Butyllithium

생성물 1

HCID 866812991-(3,3-dimethoxy-1-phenylpropyl)-1H-pyrazole

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1-benzyl-1H-pyrazole (0.653 g) in tetrahydrofuran (5 mL) cooled to −78° C. was dropwise added 1.6M n-butyllithium (2.84 mL). The reaction mixture was stirred for 60 minutes, and 2-chloro-1,1-dimethoxyethane (0.517 mL) was added, and stirring continued for 3 hours. The reaction mixture was allowed to slowly warm up to room temperature, and was quenched with water, extracted with ether, dried over Na2SO4, filtered, and concentrated. The product was purified by chromatography on silica gel using 0-20% ethyl acetate/hexanes as the eluent to provide the title compound.

후처리

  1. stirringstirring
  2. waitcontinued for 3 hours
  3. customwas quenched with water
  4. extractionextracted with ether
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe product was purified by chromatography on silica gel using 0-20% ethyl acetate/hexanes as the eluent

출처 및 근거

ORD 기록
ord-8cd0504cd5b841509fde464590e420b0
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08940737B2

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