Epibromohydrin → HCID 10732721, compound

HRID 743202Notes

Reaction equation

HRID 743202 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[OH:18])[CH:5]=[CH:6][CH:7]=1.[CH3:19][C:20](C)([O-:22])[CH3:21].[K+].C(C1OC1)Br>CC(N(C)C)=O>[CH3:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[O:18][CH2:19][CH:20]2[CH2:21][O:22]2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 18430EpibromohydrinHCID 19423883HCID 19423883, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 10732721HCID 10732721, compoundYield 78.1%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

Following a procedure similar to that described in Example 1(a), 1.90 g of 2-[4-(3-methylphenyl)butyl]phenol (prepared as described in Preparation 10), 0.89 g of potassium t-butoxide and 1.08 g of epibromohydrin were reacted in 20 ml of dimethylacetamide. The crude product, extracted as described in Example 1(a), was purified as described in Example 1(a), to give 1.83 g (yield 78%) of the title compound as a colorless oil.

Workup

  1. extractionThe crude product, extracted
  2. customwas purified

Sources & evidence

ORD record
ord-c50eaa8dd5b243488f35dd2d59f698ff
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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