(4-Nitrophenyl)acetic acid → HCID 54348404, compound

HRID 488493Notes

Reaction equation

HRID 488493 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11](O)=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:14][O:15][C:16]1[CH:17]=[C:18]([CH:21]=[C:22]([O:26][CH3:27])[C:23]=1[O:24][CH3:25])C=O.N1CCCCC1>>[CH3:27][O:26][C:22]1[CH:21]=[C:18]([CH:11]=[CH:10][C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=2)[CH:17]=[C:16]([O:15][CH3:14])[C:23]=1[O:24][CH3:25]

Participants

4

Reactant 3

HCID 4661(4-Nitrophenyl)acetic acidHCID 68583,4,5-TrimethoxybenzaldehydeHCID 8082Piperidine

Product 1

HCID 54348404HCID 54348404, compoundYield 41%

Procedure

The title compound was prepared from p-nitrophenylacetic acid (18.6 g, 0.10 mol), 3,4,5-trimethoxy-benzaldehyde (19.6 g, 0.10 mol) and piperidine (5 mL) using the procedure described in Example 1, Step A. This procedure yielded a solid, 13.0 g (0.041 mol, 41%) of the desired product. mp: 192-195° C.

Sources & evidence

ORD record
ord-44781a1ff86b4f95844bd7c455d1a75c
Source dataset
uspto-grants-2005_12
Patent number
US06972287B1

Reaction notes

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