Dicyclohexylcarbodiimide → N,N'-Dicyclohexylurea

HRID 732257

反応式

HRID 732257 の反応式
C1OC2C(=CSC=2)[O:3]C1CO.[CH:12]1([N:18]=[C:19]=[N:20][CH:21]2[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]2)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.C(C1C=CC(C2C=CC(OC(CC)C(O)=O)=CC=2)=CC=1)#N>CN(C)C1C=CN=CC=1.C(Cl)Cl>[CH:21]1([NH:20][C:19]([NH:18][CH:12]2[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]2)=[O:3])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1

参加物

6

反応物 3

HCID 10868DicyclohexylcarbodiimideHCID 160674382,3-Dihydrothieno(3,4-b)-1,4-dioxin-2-methanol2 回HCID 43808885[(4'-Cyano-1,1'-biphenyl-4-yl)oxy]-butyric acid

生成物 1

HCID 4277N,N'-Dicyclohexylurea

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

1.06 g of a mixture of 80% of EDT-methanol and 20% of hydroxy-PDT (corresponding to 6.19 mmol; 4.95 mmol based on the main component EDT-methanol), 1.04 g (5.04 mmol) of N,N′-dicyclohexylcarbodiimide and 0.15 g (1.22 mmol) of 4-(dimethylamino)pyridine are dissolved in 50 ml of CH2Cl2 and cooled in an ice bath. 1.42 g (5.05 mmol) of [(4′-cyano-1,1′-biphenyl-4-yl)oxy]-butyric acid (see formula) are added in small doses while stirring to the ice-cooled solution. After 1 hour, the reaction is continued at room temperature. After a further 64 hours, the colourless precipitate (N,N′-dicyclohexylurea) formed is filtered off. The clear, colourless solution is washed in succession with 2×75 ml of 1 N HCl, 2×75 ml of saturated NaHCO3 solution and 2×75 ml of NaCl solution. The clear organic phase is dried over MgSO4, the desiccant is filtered off and the solvent is removed on a rotary evaporator. This gives 2.38 g of crude product.

後処理

  1. temperaturecooled in an ice bath
  2. temperaturecooled solution
  3. customis continued at room temperature
  4. waitAfter a further 64 hours

出典と根拠

ORDレコード
ord-26031c00c17143a5ba637fceddad1e32
出典データセット
uspto-grants-2009_09
特許番号
US07585983B2

関連ノート

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