Epibromohydrin → HCID 19424026, compound

HRID 743216Notes

Reaction equation

HRID 743216 reaction equation
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([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:8]=[CH:9][CH:10]=1.[CH3:22][C:23](C)([O-:25])[CH3:24].[K+].C(C1OC1)Br>CC(N(C)C)=O>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([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:8]=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 18430EpibromohydrinHCID 19424008HCID 19424008, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 19424026HCID 19424026, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

Following a procedure similar to that described in Example 1(a), 2.87 g of 2-[4-(3-methoxymethoxyphenyl)butyl]phenol (prepared as described in Preparation 5), 1.18 g of potassium t-butoxide and 1.67 g of epibromohydrin were reacted in 30 ml of dimethylacetamide. The crude product, extracted as described in Example 1(a), was purified as described in Example 1(a), to give 2.05 g (yield 60%) of the title compound as a colorless oil.

Workup

  1. extractionThe crude product, extracted
  2. customwas purified

Sources & evidence

ORD record
ord-ea245595aa7d455591a58a6bb66b726d
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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