Monobenzone → ((p-(Benzyloxy)phenoxy)methyl)oxirane

HRID 1679479Notes

Reaction equation

HRID 1679479 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:16]([CH:18]1[O:20][CH2:19]1)Cl.C(=O)([O-])[O-].[K+].[K+]>>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([O:15][CH2:16][CH:18]2[O:20][CH2:19]2)=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 7638MonobenzoneHCID 7835EpichlorohydrinHCID 11430Potassium Carbonate

Product 1

HCID 119882((p-(Benzyloxy)phenoxy)methyl)oxirane

Procedure

25 g of p-benzyloxyphenol, 165 ml of epichlorohydrin, and 34.5 g of potassium carbonate were refluxed while stirring for 4 hours. The mixture was cooled down to room temperature and filtered, whereupon it was evaporated to dryness. The product was recrystallized from the smallest possible amount of diisopropyl ether. M.p. 68° C.

Workup

  1. filtrationfiltered, whereupon it
  2. customwas evaporated to dryness
  3. customThe product was recrystallized from the smallest possible amount of diisopropyl ether

Sources & evidence

ORD record
ord-cd07c1cec65643e3bbff8bdde7248dba
Source dataset
uspto-grants-1978_03
Patent number
US04080471

Reaction notes

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