Dichloromethane → [1,1'-Biphenyl]-4,4'-dicarbonyl dichloride

HRID 1182016

反応式

HRID 1182016 の反応式
[C:1]1([C:10]2[CH:15]=[CH:14]C(C(O)=O)=[CH:12][CH:11]=2)[CH:6]=[CH:5][C:4]([C:7](O)=[O:8])=[CH:3][CH:2]=1.[C:19](Cl)(=O)[C:20]([Cl:22])=[O:21].C(Cl)[Cl:26]>CN(C=O)C>[C:1]1([C:10]2[CH:15]=[CH:14][C:19]([C:20]([Cl:22])=[O:21])=[CH:12][CH:11]=2)[CH:6]=[CH:5][C:4]([C:7]([Cl:26])=[O:8])=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 13084(1,1'-Biphenyl)-4,4'-dicarboxylic acidHCID 65578Oxalyl chloride

生成物 1

HCID 75374[1,1'-Biphenyl]-4,4'-dicarbonyl dichloride収率 93%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide触媒

実験手順

A solution of biphenyl-4.4′-dicarboxylic acid (200 mg. 0.8 mmol) in 15 mL of CH2Cl2 was stirred with oxalyl chloride 0.8 mL. 9 mmol) and 1 drop DMF under Ar for 18 h. Removal of solvents in vacuo afforded 211 mg (93%) of biphenyl-4,4′-dicarbonyl dichloride as a yellow solid. Spectral data matches the referenced spectral data. IR (CH2Cl2) 1781 (C═O) cm; H NMR (CDCl3), 360 MHz) δ 8.2 (d, J=8.2 Hz, 4H(C═O)ArH), δ 7.7 (d. J=8.7 Hz, 4H, ArH); 3C NMR (CDCl3, 90 MHz) δ 167.9, 145.8, 133.2, 132.1, 127.9.

後処理

  1. customRemoval of solvents in vacuo

出典と根拠

ORDレコード
ord-a00c6ca4115146ea85a1f41665da733c
出典データセット
uspto-grants-2007_10
特許番号
US07288273B1

関連ノート

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