Ethylene Glycol → 2-Hydroxyethyl 3,4-bis(benzyloxy)benzoate

HRID 1056472Notes

Reaction equation

HRID 1056472 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][C:17]=1[O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:12]([OH:14])=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+].[CH2:28](O)[CH2:29][OH:30]>>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][C:17]=1[O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:12]([O:14][CH2:28][CH2:29][OH:30])=[O:13])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 174Ethylene GlycolHCID 14797Potassium HydroxideHCID 108541553,4-Bis(benzyloxy)benzoic acid

Product 1

HCID 1185370632-Hydroxyethyl 3,4-bis(benzyloxy)benzoate

Conditions

Temperature
80 °C

Procedure

3,4-Bis(benzyloxy)benzoic acid was dispersed in ethylene glycol, and heated to 80° C. A catalytic amount of KOH was added to the solution that was left to react until all solids were dissolved. The solution was precipitated into cold water and left to stir for several hours, yielding a white solid. The solid was obtained by filtration, rinsed with water, and then freeze dried.

Workup

  1. waitwas left
  2. customto react until all solids
  3. dissolutionwere dissolved
  4. customThe solution was precipitated into cold water
  5. waitleft
  6. customyielding a white solid
  7. customThe solid was obtained by filtration
  8. washrinsed with water
  9. customfreeze dried

Sources & evidence

ORD record
ord-68d1b2bda35f4d7686df793918981d9d
Source dataset
uspto-grants-2016_07
Patent number
US09399044B2

Reaction notes

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