Epichlorohydrin → 2-{2-[4-(3,5-Dimethoxyphenyl)butyl]phenoxymethyl}oxirane

HRID 743189Notes

Reaction equation

HRID 743189 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[OH:21])[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.[CH3:22][C:23](C)([O-:25])[CH3:24].[K+].C(C1OC1)Cl>CC(N(C)C)=O>[CH3:10][O:9][C:7]1[CH:6]=[C:5]([CH2:11][CH2:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[O:21][CH2:22][CH:23]2[CH2:24][O:25]2)[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=1

Participants

5

Reactant 3

HCID 7835EpichlorohydrinHCID 194239552-[4-(3,5-Dimethoxyphenyl)butyl]phenolHCID 23665647Potassium tert-butoxide

Product 1

HCID 108311692-{2-[4-(3,5-Dimethoxyphenyl)butyl]phenoxymethyl}oxiraneYield 80%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

Following a procedure similar to that described in Example 1(a), 1.9 g of 2-[4-(3,5-dimethoxyphenyl)butyl]phenol (prepared as described in Preparation 9), 0.75 g of potassium t-butoxide and 0.91 g of epichlorohydrin were reacted in 20 ml of dimethylacetamide. The crude product, extracted as described in Example 1(a), was purified to give 1.81 g (yield 80%) of the title compound as a colorless oil.

Workup

  1. extractionThe crude product, extracted
  2. customwas purified

Sources & evidence

ORD record
ord-ce7cfdb6a5ed4791883fb6a24320fa12
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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