Dicyclohexylcarbodiimide → 4-Amidino-2-benzoylphenyl 4-benzyloxybenzoate

HRID 1589501ノート

反応式

HRID 1589501 の反応式
[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1CCC(N=C=NC2CCCCC2)CC1.CS(O[C:38]1[CH:43]=[CH:42][C:41]([C:44](=[NH:46])[NH2:45])=[CH:40][C:39]=1[C:47](=[O:54])[C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1)(=O)=O>N1C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([C:13]([O:15][C:38]2[CH:43]=[CH:42][C:41]([C:44](=[NH:45])[NH2:46])=[CH:40][C:39]=2[C:47](=[O:54])[C:48]2[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=2)=[O:14])=[CH:16][CH:17]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 10868DicyclohexylcarbodiimideHCID 738804-(Benzyloxy)benzoic acidHCID 540991824-Amidino-2-benzoylphenol methanesulfonate

生成物 1

HCID 131784714-Amidino-2-benzoylphenyl 4-benzyloxybenzoate収率 77.5%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a mixture of 3.4 g of 4-benzyloxybenzoic acid and 50 ml of dried pyridine, while being cooled in ice, was added 3.7 g of DCC. After having been stirred for 30 minutes, the mixture was admixed with 5.0 g of 4-amidino-2-benzoylphenol methanesulfonate and stirred overnight at room temperature. The reaction mixture was freed from the insolubles by filtration and mixed with ethyl ether. The precipitated insoluble substance was recrystallized from a methanol-ethyl ether mixture to obtain 5.2 g of colorless crystals of 4-amidino-2-benzoylphenyl 4-benzoyloxybenzoate methanesulfonate.

後処理

  1. temperaturewhile being cooled in ice
  2. stirringstirred overnight at room temperature
  3. filtrationThe reaction mixture was freed from the insolubles by filtration
  4. additionmixed with ethyl ether
  5. customThe precipitated insoluble substance was recrystallized from a methanol-ethyl ether mixture

出典と根拠

ORDレコード
ord-c5ebe925520f4148b5aaccff6ff96513
出典データセット
uspto-grants-1986_02
特許番号
US04570006

反応ノート

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