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Diethyl Ether → HCID 59632563、化合物

HRID 2369081
ノート
印刷プレビュー

反応式

HRID 2369081 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[C:19]([F:22])([F:21])[F:20])[N:11]=[C:10](C(OC)=O)[CH:9]=2)=[CH:4][CH:3]=1.[CH3:27][Mg]Br.CC[O:32][CH2:33][CH3:34]>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[C:19]([F:21])([F:20])[F:22])[N:11]=[C:10]([C:33]([OH:32])([CH3:34])[CH3:27])[CH:9]=2)=[CH:4][CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 59633348Methyl 5-(4-bromophenyl)-1-(2-(trifluoromethyl)phenyl)-1h-pyrazole-3-carboxylateHCID 178418573HCID 178418573、化合物

生成物 1

HCID 59632563HCID 59632563、化合物

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a suspension of methyl 5-(4-bromophenyl)-1-(2-(trifluoromethyl)phenyl)-1H-pyrazole-3-carboxylate (393 mg, 0.9 mmol) in dry toluene (9 mL) stirred at ambient temperature was added methylmagnesium bromide (1.4 mL of a 3.0M solution in ether, 4.2 mmol) dropwise. After 2¼ hours stirring at ambient temperature the reaction mixture was quenched by the addition of saturated ammonium chloride and EtOAc. The aqueous layer was extracted with EtOAc (3×). The combined organic extract were dried over Na2SO4, filtered and concentrated under reduced pressure to afford 2-(5-(4-bromophenyl)-1-(2-(trifluoromethyl)phenyl)-1H-pyrazol-3-yl)propan-2-ol as an orange-yellow oil, which was carried on to the subsequent step. GC/MS (EI, =426 [M+]

後処理

  1. stirringAfter 2¼ hours stirring at ambient temperature the reaction mixture
  2. customwas quenched by the addition of saturated ammonium chloride and EtOAc
  3. extractionThe aqueous layer was extracted with EtOAc (3×)
  4. extractionThe combined organic extract
  5. dry with materialwere dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-aa5108b7aec742cfb6c5851df262c874
出典データセット
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08703805B2

反応ノート

読み込み中…

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