Benzyl Alcohol → HCID 59575811, compound

HRID 2069009Notes

Reaction equation

HRID 2069009 reaction equation
[CH2:1]([N:8]1[CH2:13][C:12]([OH:14])=[C:11]([C:15]([O-:17])=[O:16])[CH2:10][C:9]1=[O:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:19](O)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[CH2:1]([N:8]1[CH2:13][C:12]([OH:14])=[C:11]([C:15]([O:17][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:16])[CH2:10][C:9]1=[O:18])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 244Benzyl AlcoholHCID 178524833HCID 178524833, compound

Product 1

HCID 59575811HCID 59575811, compoundYield 85%

Procedure

A solution of 1-benzyl-5-hydroxy-2-oxo-1,2,3,6-tetrahydropyridine-4-carboxylate 4 (14 g, 50.9 mmol) in benzyl alcohol (27.5 g, 255 mmol) was heated at about 170° C. for about 16 hours. The solvent was removed in vacuo, and the resulting residue was re-crystallized from ether to give the title product as a yellow solid (14 g; yield=85%). LC-MS: m/z=338 (M+H)+.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe resulting residue was re-crystallized from ether

Sources & evidence

ORD record
ord-4209a4bf024f41d48cc15163cdf0d6a4
Source dataset
uspto-grants-2012_10
Patent number
US08299084B2

Reaction notes

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