Phenol → DBU phenol salt

HRID 45408Notes

Reaction equation

HRID 45408 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:8]1[CH2:18][CH2:17][N:16]2[C:11](=[N:12][CH2:13][CH2:14][CH2:15]2)[CH2:10][CH2:9]1>C1COCC1>[CH2:8]1[CH2:18][CH2:17][N:16]2[C:11](=[N:12][CH2:13][CH2:14][CH2:15]2)[CH2:10][CH2:9]1.[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 996PhenolHCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene

Product 1

HCID 16213212DBU phenol salt

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A THF solution (5 mL) of phenol (0.48 g, 5.1 mmol) was added to a 50 mL flask containing THF (10 mL) and DBU (0.76 g, 5.0 mmol) under nitrogen atmosphere. The solution was stirred for 2 hours and evaporated afterward. The liquid residue was then washed with diethyl ether, isolated by decantation, and dried under vacuum (1.18 g, 95%).

Workup

  1. customevaporated afterward
  2. washThe liquid residue was then washed with diethyl ether
  3. customisolated by decantation
  4. customdried under vacuum (1.18 g, 95%)

Sources & evidence

ORD record
ord-fe2cc55070c44f2c99d9c5024a732c30
Source dataset
uspto-grants-2013_09
Patent number
US08541477B2

Reaction notes

Loading…