Triethylamine → HCID 15143350, compound

HRID 1590432Notes

Reaction equation

HRID 1590432 reaction equation
[C:1]([NH:5][CH2:6][C:7]1[CH:8]=[C:9]([CH:18]=[CH:19][C:20]=1[OH:21])[C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:11])(=[O:4])[CH:2]=[CH2:3].[CH:22]1([N:28]=[C:29]=[O:30])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1.C(N(CC)CC)C>C(C1C(O)=C(C(C)(C)C)C=C(C)C=1)(C)(C)C.CC(C)=O>[CH:22]1([NH:28][C:29](=[O:30])[O:21][C:20]2[CH:19]=[CH:18][C:9]([C:10](=[O:11])[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)=[CH:8][C:7]=2[CH2:6][NH:5][C:1](=[O:4])[CH:2]=[CH2:3])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 18502Cyclohexyl isocyanateHCID 15143346N-[(5-Benzoyl-2-hydroxyphenyl)methyl]prop-2-enamide

Product 1

HCID 15143350HCID 15143350, compoundYield 31%

Reagents, catalysts & solvents 2

HCID 314042,6-Di-tert-butyl-4-methylphenolCatalystHCID 180AcetoneSolvent

Procedure

A mixture of 30 g (0.107 mole) of 3-acrylamidomethyl-4-hydroxybenzophenone, 13.5 g (0.108 mole) of cyclohexyl isocyanate, 0.2 g of 2,6-di-tert-butyl-p-cresol, 1.5 g of triethylamine and 180 ml of acetone was refluxed for 3 hours and then left to stand. The crystals formed were filtered off, and 26.3 g of the desired product having a melting point of 142°-144° C. were obtained in this manner. A further 13.5 g of the desired carbamate were obtained by evaporating down the mother liquor.

Workup

  1. temperaturewas refluxed for 3 hours
  2. waitleft
  3. customThe crystals formed
  4. filtrationwere filtered off
  5. customwere obtained in this manner

Sources & evidence

ORD record
ord-841be04470124b40826cf24bf72dd6b7
Source dataset
uspto-grants-1993_04
Patent number
US05202483

Reaction notes

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