Dicyclohexylcarbodiimide → HCID 77582293, compound

HRID 1410312Notes

Reaction equation

HRID 1410312 reaction equation
[CH3:1][O:2][C:3]1[CH:13]=[CH:12][C:6]([CH:7]=[CH:8][C:9]([OH:11])=[O:10])=[CH:5][CH:4]=1.C1(N=C=NC2CCCCC2)CCCCC1.O[CH2:30][Si:31]([O:38][CH2:39][CH3:40])([O:35][CH2:36][CH3:37])[O:32][CH2:33][CH3:34]>C1(C)C=CC=CC=1>[CH2:36]([O:35][Si:31]([CH2:30][O:10][C:9](=[O:11])[CH:8]=[CH:7][C:6]1[CH:12]=[CH:13][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)([O:38][CH2:39][CH3:40])[O:32][CH2:33][CH3:34])[CH3:37]

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 132454-Methoxy cinnamic acidHCID 15987057(Triethoxysilyl)methanol

Product 1

HCID 77582293HCID 77582293, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

100 g of p-methoxycinnamic acid (Aldrich) was dissolved in 500 mL of toluene and 118 g of dicyclohexylcarbodiimide (DCC) (Aldrich) was added. After adding 100 g of hydroxymethyltriethoxysilane (Gelest), the toluene solution was stirred for about 18 hours at about 40° C. After evaporating the solvent under reduced pressure and adding 200 mL of acetone, insoluble byproduct (dicyclohexylurea) was removed by filtering. After removal of acetone, triethoxysilylmethyl-(p-methoxycinnamate) was obtained. The new product could be identified by thin-layer chromatography.

Workup

  1. customAfter evaporating the solvent under reduced pressure
  2. additionadding 200 mL of acetone, insoluble byproduct (dicyclohexylurea)
  3. customwas removed
  4. filtrationby filtering
  5. customAfter removal of acetone

Sources & evidence

ORD record
ord-a27a421a9a35411fb500c2e452df679f
Source dataset
uspto-grants-2014_12
Patent number
US08921505B2

Reaction notes

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