Piperidine, 1-(2-chloroethyl)-, hydrochloride → 4-(2'-Piperidinoethoxy)-3-phenyl-coumarin

HRID 904290Notes

Reaction equation

HRID 904290 reaction equation
[C:1]1([C:7]2[C:8](=[O:18])[O:9][C:10]3[C:15]([C:16]=2[OH:17])=[CH:14][CH:13]=[CH:12][CH:11]=3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[N:20]1([CH2:26][CH2:27]Cl)[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1>>[N:20]1([CH2:26][CH2:27][O:17][C:16]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[O:9][C:8](=[O:18])[C:7]=2[C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

3

Reactant 2

HCID 74826Piperidine, 1-(2-chloroethyl)-, hydrochlorideHCID 54688870Coumarin, 4-hydroxy-3-phenyl-

Product 1

HCID 233340594-(2'-Piperidinoethoxy)-3-phenyl-coumarinYield 73%

Procedure

10 g. (0.042 mol) of 3-phenyl-4-hydroxy-coumarin and 10.1 g. (0.55 mol) of 2-piperidino-1-chlorethane hydrochloride are caused to react in the manner described in Example 1. 10.8 g. of a yellow oil are obtained, which cannot be crystallised. Yield 73% (theoretical yield 14.7 g.).

Workup

  1. customto react in the manner
  2. customof a yellow oil are obtained
  3. customwhich cannot be crystallised

Sources & evidence

ORD record
ord-db9bb989ae1e480383e309cd738dd86d
Source dataset
uspto-grants-1980_10
Patent number
US04230850

Reaction notes

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