Water → 2-((3,4-Bis(phenylmethoxy)phenoxy)methyl)oxirane

HRID 597441Notes

Reaction equation

HRID 597441 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([OH:23])[CH:12]=[CH:13][C:14]=1[O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[OH-].[K+].[CH2:27]([CH:29]1[O:31][CH2:30]1)Cl>C(O)C>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:12]=[CH:13][C:14]=1[O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[O:23][CH2:27][CH:29]1[O:31][CH2:30]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7835EpichlorohydrinHCID 14797Potassium HydroxideHCID 5613483,4-Bis(benzyloxy)phenol

Product 1

HCID 5610582-((3,4-Bis(phenylmethoxy)phenoxy)methyl)oxirane

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred solution of 6.1 g. of 3,4-dibenzyloxyphenol in 10 ml. of water and 1.53 g. of potassium hydroxide pellets is added 5.6 g. of epichlorohydrin in 60 ml. of ethanol. The solution is stirred at room temperature for 24 hours and then concentrated in vacuo. The residue is suspended in water and the mixture extracted with ether. The ether extracts are dried to yield 3-(3,4-dibenzyloxyphenoxy)-1,2-epoxypropane.

Workup

  1. concentrationconcentrated in vacuo
  2. extractionthe mixture extracted with ether
  3. dry with materialThe ether extracts are dried

Sources & evidence

ORD record
ord-8e246d23b6bd475db5f659463572f997
Source dataset
uspto-grants-1977_03
Patent number
US04013777

Reaction notes

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