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

HRID 1430233

反応式

HRID 1430233 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8cd0504cd5b841509fde464590e420b0
出典データセット
uspto-grants-2015_01
特許番号
US08940737B2

関連ノート

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