Cyclohexanecarboxylic acid → HCID 21105617, compound

HRID 2426647Notes

Reaction equation

HRID 2426647 reaction equation
[CH2:1]1[CH2:6][CH2:5][CH:4]([C:7]([OH:9])=O)[CH2:3][CH2:2]1.[N+:10]([C:13]1[CH:18]=[CH:17][C:16]([N:19]=[C:20]=O)=[CH:15][CH:14]=1)([O-])=O>C1(C)C=CC=CC=1>[NH2:10][C:13]1[CH:18]=[CH:17][C:16]([N:19]([CH3:20])[C:7](=[O:9])[C:4]2[CH:3]=[CH:2][C:1]([CH:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)=[CH:6][CH:5]=2)=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 7413Cyclohexanecarboxylic acidHCID 66012Benzene, 1-isocyanato-4-nitro-

Product 1

HCID 21105617HCID 21105617, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4-Cyclohexylcarboxylic acid (5.0 g) and 4-nitrophenylisocyanate (4.0 g) were stirred in toluene (150 ml) for 3 hours and then left to stand overnight. The precipitate was filtered off with suction and washed with diethyl ether. The resulting amide was ethylated by method F and hydrogenated by method B. This resulted in the product with the molecular weight of 308.43 (C20H24N2O); MS (ESI): 309 (M+H+).

Workup

  1. waitleft
  2. filtrationThe precipitate was filtered off with suction
  3. washwashed with diethyl ether
  4. customThis resulted in the product with the molecular weight of 308.43 (C20H24N2O)

Sources & evidence

ORD record
ord-2284c70b18224dc4b693f637d3925454
Source dataset
uspto-grants-2011_06
Patent number
US07968550B2

Reaction notes

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