Dicyclohexylcarbodiimide → N,N'-Dicyclohexylurea

HRID 732259

반응식

HRID 732259 반응식
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.BrC1C=CC(C2C=CC(OC(CCC)C(O)=O)=CC=2)=CC=1>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

참가 물질

6

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 160674382,3-Dihydrothieno(3,4-b)-1,4-dioxin-2-methanol2회HCID 68986501HCID 68986501, 화합물

생성물 1

HCID 4277N,N'-Dicyclohexylurea

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

3.26 g of a mixture of 80% of EDT-methanol and 20% of hydroxy-PDT (corresponding to 18.9 mmol; 15.1 mmol based on the main component EDT-methanol), 3.14 g (15.2 mmol) of N,N′-dicyclohexylcarbodiimide and 0.3 g (2.45 mmol) of 4-(dimethylamino)pyridine are dissolved in 100 ml of CH2Cl2 and cooled in an ice bath. 5.25 g (15.0 mmol) of [(4′-bromo-1,1′-biphenyl-4-yl)oxy]-valeric acid are added a spatula at a time to the ice-cooled solution while stirring. After 1 hour, the reaction is continued at room temperature. After a further 65 hours, the colourless precipitate formed (N,N′-dicyclohexylurea) is filtered off. The clear, colourless solution is washed in succession with 3×250 ml of 1 N HCl, 3×150 ml of saturated NaHCO3 solution and 1×150 ml and 2×100 ml of saturated NaCl solution. The organic phase is dried over MgSO4, the desiccant is filtered off and the solvent is removed on a rotary evaporator. This gives 7.98 g of crude product.

후처리

  1. temperaturecooled in an ice bath
  2. temperaturecooled solution
  3. customis continued at room temperature
  4. waitAfter a further 65 hours

출처 및 근거

ORD 기록
ord-93dc93d0dcec4b96afcb99d02f908758
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07585983B2

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