Epibromohydrin → 2-{2-[4-(3-Methoxyphenyl)butyl]phenoxymethyl}oxirane

HRID 743194Notes

Reaction equation

HRID 743194 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[OH:19])[CH:6]=[CH:7][CH:8]=1.[CH3:20][C:21](C)([O-:23])[CH3:22].[K+].C(C1OC1)Br>CC(N(C)C)=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[O:19][CH2:20][CH:21]2[CH2:22][O:23]2)[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 18430EpibromohydrinHCID 108010802-[4-(3-Methoxyphenyl)butyl]phenolHCID 23665647Potassium tert-butoxide

Product 1

HCID 106150302-{2-[4-(3-Methoxyphenyl)butyl]phenoxymethyl}oxiraneYield 90%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

Following a procedure similar to that described in Example 1(a), 3.40 g of 2-[4-(3-methoxyphenyl)butyl]phenol (prepared as described in Preparation 7), 1.5 g of potassium t-butoxide and 3.63 9 of epibromohydrin were reacted in 70 ml of dimethylacetamide. The crude product, extracted as described in Example 1(a), was purified as described in Example 1(a), to give 3.73 g (yield 90%) of the title compound as a colorless oil.

Workup

  1. extractionThe crude product, extracted
  2. customwas purified

Sources & evidence

ORD record
ord-458971f6211a42c1b3108357c65c517e
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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