Dicyclohexylcarbodiimide → HCID 21463059、化合物

HRID 374999

反応式

HRID 374999 の反応式
[F:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([C:8]2[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=2[C:10]([OH:12])=O)=[O:7])=[CH:4][CH:3]=1.ON1C2C=CC=CC=2N=N1.C1(N=C=NC2CCCCC2)CCCCC1.Cl.[CH2:45]([O:47][C:48](=[O:52])[CH2:49][NH:50][CH3:51])[CH3:46]>C(N(CC)CC)C.C1COCC1>[CH2:45]([O:47][C:48](=[O:52])[CH2:49][N:50]([C:10](=[O:12])[C:9]1[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=1[C:6](=[O:7])[C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:18][CH:17]=1)[CH3:51])[CH3:46]

参加物

7

反応物 4

HCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 820992-(4-Fluorobenzoyl)benzoic acidHCID 171173Ethyl N-methylaminoacetate hydrochloride

生成物 1

HCID 21463059HCID 21463059、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8471Triethylamine溶媒

実験手順

A mixture of 2-(4-fluorobenzoyl)benzoic acid (3.00 g), 1-hydroxybenzotriazole (2.07 g), 1,3-dicyclohexylcarbodiimide (3.00 g) and anhydrous THF (50 ml) was stirred at room temperature for 1 hour. To this mixture were added N-methylglycine ethyl ester hydrochloride (2.84 g) and triethylamine (2.58 ml), followed by stirring at room temperature for 16 hours and with heating and refluxing for 4 hours. After the solvent was distilled off, ethyl acetate was added to the residue, and the insoluble crystals were separated by filtration. The filtrate was washed successively with water, aqueous sodium hydrogen carbonate, water, dilute hydrochloric acid and water and then dried, after which the solvent was distilled off, to yield N-[2-(4-fluorobenzoyl)benzoyl]-N-methylglycine ethyl ester as a colorless oily substance (4.2 g).

後処理

  1. stirringby stirring at room temperature for 16 hours
  2. temperaturewith heating
  3. temperaturerefluxing for 4 hours
  4. distillationAfter the solvent was distilled off
  5. additionethyl acetate was added to the residue
  6. customthe insoluble crystals were separated by filtration
  7. washThe filtrate was washed successively with water, aqueous sodium hydrogen carbonate, water, dilute hydrochloric acid and water
  8. customdried
  9. distillationafter which the solvent was distilled off

出典と根拠

ORDレコード
ord-0ae52ed9dc254deaa9ffde3f0b954e69
出典データセット
uspto-grants-1996_01
特許番号
US05482967

関連ノート

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