Ethyl Acetate → 4-(2,2-Dimethylpropyl)benzoic acid

HRID 1268923ノート

反応式

HRID 1268923 の反応式
[CH3:1][C:2]([CH3:13])([CH3:12])[CH2:3][C:4]1(C=C)[CH:9]=[CH:8][CH:7]=[CH:6][CH2:5]1.CC[O:16][C:17](C)=[O:18]>O>[CH3:13][C:2]([CH3:1])([CH3:12])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([C:17]([OH:18])=[O:16])=[CH:8][CH:9]=1

参加物

4

反応物 2

HCID 8857Ethyl Acetate2 回HCID 866014194-(2,2-Dimethylpropyl)4-ethenylbenzene

生成物 1

HCID 81670894-(2,2-Dimethylpropyl)benzoic acid

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
40 °C

実験手順

To a solution of 1.74 g (7.76 mmol) of 4-(2,2-dimethylpropyl)-4-ethenylbenzene (from Step A) in 10 mL EtOAc and 10 mL H2O was added 8.30 g (38.8 mmol) of NaIO4 and 1 mg (0.0078 mmol) RuO2. The reaction mixture was heated to 40° C. for 30 min. The reaction mixture was cooled and stirred at rt for 16 hr. To the reaction mixture was added H2O and EtOAc, and layers were separated. The organic layer was dried and concentrated to dryness to provide 776 mg of the title compound: 1H NMR (500 Mhz) δ 0.91 (s, 9H), 2.53 (s, 2H), 7.12 (d, J=8.0, 2H), 7.84 (d, J=8.0, 2H); ESI-MS 193 (M+H); LC-1: 3.2 min.

後処理

  1. temperatureThe reaction mixture was cooled
  2. customwere separated
  3. customThe organic layer was dried
  4. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-19f77993086d4b20bb5bbb231240b33e
出典データセット
uspto-grants-2007_04
特許番号
US07199142B2

反応ノート

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