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Aluminium lithium hydride → (1-(4-chlorophenyl)-3-(trifluoromethyl)-1H-pyrrol-2-yl)methanol

HRID 2167391
ノート
印刷プレビュー

反応式

HRID 2167391 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[C:9]2[C:17](OC)=[O:18])=[CH:4][CH:3]=1.[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([N:28]2[CH:32]=[CH:31][C:30]([C:33]([F:39])([F:38])[C:34]([F:37])([F:36])[F:35])=[C:29]2[C:40](OC)=[O:41])=[CH:24][CH:23]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH:12]=[CH:11][C:10]([C:13]([F:14])([F:15])[F:16])=[C:9]2[CH2:17][OH:18])=[CH:6][CH:7]=1.[Cl:21][C:22]1[CH:23]=[CH:24][C:25]([N:28]2[CH:32]=[CH:31][C:30]([C:33]([F:38])([F:39])[C:34]([F:36])([F:37])[F:35])=[C:29]2[CH2:40][OH:41])=[CH:26][CH:27]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 21226445Aluminium lithium hydrideHCID 90406393methyl 1-(4-chlorophenyl)-3-(trifluoromethyl)-1H-pyrrole-2-carboxylateHCID 90406942methyl 1-(4-chlorophenyl)-3-(perfluoroethyl)-1H-pyrrole-2-carboxylate

生成物 2

HCID 90404801(1-(4-chlorophenyl)-3-(trifluoromethyl)-1H-pyrrol-2-yl)methanolHCID 90405789(1-(4-chlorophenyl)-3-(perfluoroethyl)-1H-pyrrol-2-yl)methanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

Into a 25-mL round-bottom flask, was placed methyl 1-(4-chlorophenyl)-3-(trifluoromethyl)-1H-pyrrole-2-carboxylate and methyl 1-(4-chlorophenyl)-3-(perfluoroethyl)-1H-pyrrole-2-carboxylate (200 mg, 0.66 mmol, 1.00 equiv), LAH (50 mg, 1.32 mmol, 2.00 equiv) and tetrahydrofuran (5 mL). The resulting solution was stirred for 2 h at 0° C. in a water/ice bath. The reaction was then quenched by the addition of 3 mL of water. The resulting solution was extracted with ethyl acetate (5×10 mL) and the organic layers combined. The resulting residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:6) to yield [1-(4-chlorophenyl)-3-(trifluoromethyl)-1H-pyrrol-2-yl]methanol and (1-(4-chlorophenyl)-3-(perfluoroethyl)-1H-pyrrol-2-yl)methanol as yellow oil.

後処理

  1. customInto a 25-mL round-bottom flask, was placed
  2. customThe reaction was then quenched by the addition of 3 mL of water
  3. extractionThe resulting solution was extracted with ethyl acetate (5×10 mL)

出典と根拠

ORDレコード
ord-c164c05070c44322bc937937433b2fb1
出典データセット
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09045454B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート