Piperidine → HCID 70623472, compound

HRID 2082962Notes

Reaction equation

HRID 2082962 reaction equation
[Cl:1][CH2:2][C:3]([NH:5][CH:6]([C:13]1[C:19]([OH:20])=[CH:18][C:17]([CH:21]([CH:23]([CH3:29])[CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH3:22])=[CH:16][C:14]=1[OH:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:4].[NH:30]1[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]1.Cl.CN(C)CC(NC(C1C(O)=CC(C(C(C)CCCCC)C)=CC=1O)C1C=CC=CC=1)=O>CO>[ClH:1].[N:30]1([CH2:2][C:3]([NH:5][CH:6]([C:13]2[C:19]([OH:20])=[CH:18][C:17]([CH:21]([CH:23]([CH3:29])[CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH3:22])=[CH:16][C:14]=2[OH:15])[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[O:4])[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 20358952HCID 20358952, compoundHCID 54067553HCID 54067553, compound

Product 1

HCID 70623472HCID 70623472, compoundYield 37.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 4.18 g (0.01 mol) of crude 2-(α-chloroacetylaminobenzyl)-5-(3-methyl-2-octyl)-resorcinol (7) and 4.25 g (0.05 mol) of piperidine in 30 ml of methanol was heated under reflux for 3 hrs and worked up as described above for the preparation of 2-(α-dimethylaminoacetylaminobenzyl)-5-(3-methyl-2-octyl)-resorcinol hydrochloride (9). There was obtained 1.9 g of (10), mp 195°-198° (from ethanol-ether).

Workup

  1. temperatureunder reflux for 3 hrs

Sources & evidence

ORD record
ord-660c4f3b975e493b848ba4edfb19f942
Source dataset
uspto-grants-1978_04
Patent number
US04083868

Reaction notes

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