Water → HCID 9965078、化合物

HRID 1251027ノート

反応式

HRID 1251027 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:6][CH:7]=1.ClC1CCC(C(OCC)=O)=C(C2C=CC=CC=2)C=1.C(O[K])(C)(C)C.O>C(O)(C)(C)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:3]=1

参加物

6

反応物 4

HCID 962WaterHCID 10967324HCID 10967324、化合物HCID 11043594HCID 11043594、化合物HCID 178418922HCID 178418922、化合物

生成物 1

HCID 9965078HCID 9965078、化合物

試薬・触媒・溶媒 1

HCID 6386tert-Butanol溶媒

実験手順

To a stirred solution of ethyl 4-chloro-2-phenylcyclohexa-2,4-dienecarboxylate and ethyl 4-chloro-2-phenylcyclohexa-1,3-dienecarboxylate(200 mg, 0.762 mmol) in tert-BuOH(3 ml), tert-BuOK(103 mg, 0.914 mmol) was added by portion on a water bath. After stirring for 2 days, water was added to the reaction mixture and it was acidified with dil. HCI aq., extracted with AcOEt. The organic layer was washed with brine and dried over MgSO4. Concentration of the organic layer afford a mixture(200 mg) of ethyl 4-chloro-2-phenylbenzoate and 4-chloro-2-phenylbenzoic acid. 1H-NMR(ppm, 300 MHz, CDCl3) δ ester 7.79(1H, d, J=8.0 Hz), 7.10-7.50(7H), 4.07(2H, d, J=6.9 Hz), 0.98(3H, t, J=6.9 Hz); acid 7.91(1H, d, J=8.7 Hz).

後処理

  1. extractionextracted with AcOEt
  2. washThe organic layer was washed with brine
  3. dry with materialdried over MgSO4

出典と根拠

ORDレコード
ord-43dabc54262f49e08bda9c5a816f0803
出典データセット
uspto-grants-2002_01
特許番号
US06340772B1

反応ノート

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