Triethylamine → HCID 385601、化合物

HRID 988616ノート

反応式

HRID 988616 の反応式
[C:1]([C:5]1[CH:22]=[CH:21][C:8]([C:9]([NH:11][C:12]2[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=2[C:14]([OH:16])=[O:15])=O)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C(Cl)(=O)C(Cl)=O.C(N(CC)CC)C>CN(C=O)C.C(Cl)Cl>[C:1]([C:5]1[CH:22]=[CH:21][C:8]([C:9]2[O:15][C:14](=[O:16])[C:13]3[CH:17]=[CH:18][CH:19]=[CH:20][C:12]=3[N:11]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 765906HCID 765906、化合物

生成物 1

HCID 385601HCID 385601、化合物収率 96.2%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide触媒HCID 6344Dichloromethane溶媒2 回

実験手順

To a stirring mixture of the 2-(4-tert-butylbenzoylamino)benzoic acid (9.5 g, 32 mmol), CH2Cl2 (200 mL) and 2 drops of DMF was added 2 M oxalyl chloride in CH2Cl2 (19 mL). After stirring at ambient temperature for 45 minutes, the mixture was concentrated under vacuum to an oil, redissolved in 100 mL CH2Cl2 and cooled to 0° C. To this was added triethylamine (3.3 g, 33 mmol) at 0° C. for 1 hour. The solvent was removed in vacuo and the residue purified by flash chromatrography using hexanes/EtOAc to give 8.6 g (96%) of a white powder.

後処理

  1. concentrationthe mixture was concentrated under vacuum to an oil
  2. dissolutionredissolved in 100 mL CH2Cl2
  3. temperaturecooled to 0° C
  4. customThe solvent was removed in vacuo
  5. customthe residue purified by flash chromatrography

出典と根拠

ORDレコード
ord-210cd2ad547a49bc9255fc0b6d1a7d11
出典データセット
uspto-grants-2003_10
特許番号
US06635657B1

反応ノート

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