4,5-Dimethoxy-2-nitrobenzoic acid → 1-(3,4-Dimethoxy-6-nitrobenzoyl)-4-cyclohexylcarbonyl piperidine

HRID 1757647Notes

Reaction equation

HRID 1757647 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]([N+:14]([O-:16])=[O:15])=[CH:10][C:11]=1[O:12][CH3:13])[C:6]([OH:8])=O.[CH:17]1([C:23]([CH:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)=[O:24])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1>ClCCl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]([N+:14]([O-:16])=[O:15])=[CH:10][C:11]=1[O:12][CH3:13])[C:6]([N:28]1[CH2:27][CH2:26][CH:25]([C:23]([CH:17]2[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]2)=[O:24])[CH2:30][CH2:29]1)=[O:8]

Participants

4

Reactant 2

HCID 786904,5-Dimethoxy-2-nitrobenzoic acidHCID 52466024-Cyclohexylcarbonylpiperidine

Product 1

HCID 193892181-(3,4-Dimethoxy-6-nitrobenzoyl)-4-cyclohexylcarbonyl piperidine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

10.3 g of 3,4-dimethoxy-6-nitrobenzoic acid was converted to the corresponding acid chloride as described in Example 43. It was added to a solution containing 8.83 g of 4-cyclohexylcarbonylpiperidine and 4.58 g oftriethylamine in 300 ml of dichloromethane. Yield 16.4 g (90%), m.p. 120°-125° C.

Workup

  1. additionIt was added to a solution

Sources & evidence

ORD record
ord-4d6bcac3ce234f0b92fc1b2737d21e22
Source dataset
uspto-grants-1995_08
Patent number
US05446194

Reaction notes

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