Formic Acid → 3-Methoxy-5-(trifluoromethyl)benzaldehyde

HRID 217508ノート

反応式

HRID 217508 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:10]=1)[C:6]#N.C(O)=[O:16]>O=[Pt]=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:10]=1)[CH:6]=[O:16]

参加物

4

反応物 2

HCID 284Formic AcidHCID 269863073-Methoxy-5-(trifluoromethyl)benzonitrile

生成物 1

HCID 213989973-Methoxy-5-(trifluoromethyl)benzaldehyde

試薬・触媒・溶媒 1

HCID 345198Adams' catalyst触媒

反応条件

温度
60 °C

実験手順

A mixture of 3-methoxy-5-(trifluoromethyl)benzonitrile (88 mg, 0.43 mmol) and PtO2 (9.8 mg, 0.043 mmol) in 88% formic acid (651 μL) was heated to 60° C. The reaction was stirred at this temperature for thirty minutes. The reaction was then cooled to room temperature, diluted with hexanes (5 mL), loaded on a silica gel column, and purified with 1% to 15% EtOAc/hexanes to afford 3-methoxy-5-(trifluoromethyl)benzaldehyde. Rf=0.56 (25% EtOAc/hexanes). 1H NMR (CDCl3, 500 MHz) δ 10.01 (s, 1H), 7.71 (s, 1H), 7.56 (s, 1H), 7.39 (s, 1H), 3.92 (s, 3H).

後処理

  1. temperatureThe reaction was then cooled to room temperature
  2. custompurified with 1% to 15% EtOAc/hexanes

出典と根拠

ORDレコード
ord-bf448e1d38ef4a8990a80ceddddc9275
出典データセット
uspto-grants-2012_06
特許番号
US08193365B2

反応ノート

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