Benzyl Alcohol → HCID 21261782, compound

HRID 1856993Notes

Reaction equation

HRID 1856993 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 mnol) 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-0f16e289d32645b4bd4fbc4fd06e54e5
Source dataset
uspto-grants-2000_11
Patent number
US06143769

Reaction notes

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