Formaldehyde → Benzoic acid, 4-[(1-methyl-4-piperidinyl)oxy]-, methyl ester

HRID 1264322Notes

Reaction equation

HRID 1264322 reaction equation
[CH2:1]=O.[NH:3]1[CH2:8][CH2:7][CH:6]([O:9][C:10]2[CH:19]=[CH:18][C:13]([C:14]([O:16][CH3:17])=[O:15])=[CH:12][CH:11]=2)[CH2:5][CH2:4]1>>[CH3:1][N:3]1[CH2:4][CH2:5][CH:6]([O:9][C:10]2[CH:19]=[CH:18][C:13]([C:14]([O:16][CH3:17])=[O:15])=[CH:12][CH:11]=2)[CH2:7][CH2:8]1

Participants

3

Reactant 2

HCID 712FormaldehydeHCID 11129421HCID 11129421, compound

Product 1

HCID 18617571Benzoic acid, 4-[(1-methyl-4-piperidinyl)oxy]-, methyl ester

Procedure

Prepared using essentially the same procedure used in reference example 114a except using formaldehyde and Methyl 4-(piperidin-4-yloxy)-benzoate (reference example 123) as substrates. 1H NMR (CDCl3): d 8.01 (d, 2H), 6.91 (d, 2H), 4.80 (s, 1H), 3.89 (s, 3H), 3.35 (brd, 2H), 3.13 (q, 2H), 2.80 (d, 3H), 2.65 (t, 2H), 2.18 (d, 2H). MS (ion spray) m/z 250 (M+H)+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-3220e9939c9a41e78d84a394055b1f7c
Source dataset
uspto-grants-2003_04
Patent number
US06541505B1

Reaction notes

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