Benzyl Alcohol → HCID 21261782, compound

HRID 1034000Notes

Reaction equation

HRID 1034000 reaction equation
[CH2:1]([O:3][C:4]1[CH:12]=[C:11]([CH2:13][C:14]([NH:16][CH:17]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[N:27]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]2)[CH2:18][CH2:19][CH3:20])=[O:15])[CH:10]=[CH:9][C:5]=1[C:6]([OH:8])=[O:7])[CH3:2].[CH2:33](O)[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1>O1CCCC1>[CH2:1]([O:3][C:4]1[CH:12]=[C:11]([CH2:13][C:14]([NH:16][CH:17]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[N:27]2[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]2)[CH2:18][CH2:19][CH3:20])=[O:15])[CH:10]=[CH:9][C:5]=1[C:6]([O:8][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)=[O:7])[CH3:2]

Participants

4

Reactant 2

HCID 244Benzyl AlcoholHCID 10694323HCID 10694323, compound

Product 1

HCID 21261782HCID 21261782, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.35 g (0.8 mmol) of 2-ethoxy-4-[N-{1-(2-piperidino-phenyl)-1-butyl}-aminocarbonylmethyl]-benzoic acid was refluxed together with 0.15 g (0.9 mmol) of N,N'-carbonyldiimidazole in 15 ml of absolute tetrahydrofuran for 2 hours. Then, 1.03 ml (10 mmols) of benzyl alcohol were added, and the mixture was refluxed for 3.5 hours. The reaction mixture was then evaporated in vacuo, and the residue was purified by column chromatography on silica gel (chloroform/acetone=9/1).

Workup

  1. temperaturethe mixture was refluxed for 3.5 hours
  2. customThe reaction mixture was then evaporated in vacuo
  3. customthe residue was purified by column chromatography on silica gel (chloroform/acetone=9/1)

Sources & evidence

ORD record
ord-d4c76753d30b481a8776d13025a847df
Source dataset
uspto-grants-1994_05
Patent number
US05312924

Reaction notes

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