Triacetoxyperiodinane → 1-(4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbaldehyde

HRID 2194844ノート

反応式

HRID 2194844 の反応式
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH:13]=[CH:12][C:11]([CH2:14][OH:15])=[N:10]2)=[CH:5][CH:4]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl>[F:17][C:2]([F:1])([F:16])[C:3]1[CH:4]=[CH:5][C:6]([N:9]2[CH:13]=[CH:12][C:11]([CH:14]=[O:15])=[N:10]2)=[CH:7][CH:8]=1

参加物

4

反応物 2

HCID 159087TriacetoxyperiodinaneHCID 44819037{1-[4-(trifluoromethyl)phenyl]-1H-pyrazol-3-yl}-methanol

生成物 1

HCID 574169821-(4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbaldehyde

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A 100 mL round-bottomed flask was charged with (1-(4-(trifluoromethyl)phenyl)-1H-pyrazol-3-yl)methanol 64 (0.703 g, 2.90 mmol) and 10 mL CH2Cl2. To this solution was added Dess-Martin periodinane (1.60 g, 3.77 mmol). After stirring at room temperature for 30 min, the reaction was quenched with saturated aqueous sodium thiosulfate. The layers were separated and the organics were dried and concentrated. The concentrate was passed through a short pad of silica gel rinsing with 7:1 hexanes/EtOAc to give 1-(4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbaldehyde 65.

後処理

  1. customthe reaction was quenched with saturated aqueous sodium thiosulfate
  2. customThe layers were separated
  3. customthe organics were dried
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-93c130e6b4f146dfa55ac0b0ce0035c5
出典データセット
uspto-grants-2012_12
特許番号
US08334317B2

反応ノート

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