Epibromohydrin → HCID 19424042, compound

HRID 743228Notes

Reaction equation

HRID 743228 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][CH2:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[OH:21].[CH3:22][C:23](C)([O-:25])[CH3:24].[K+].C(C1OC1)Br>CC(N(C)C)=O>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][CH2:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[O:21][CH2:22][CH:23]1[CH2:24][O:25]1

Participants

5

Reactant 3

HCID 18430EpibromohydrinHCID 19423921HCID 19423921, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 19424042HCID 19424042, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

Following a procedure similar to that described in Example 1(a), 300 mg of 2-[4-(2-naphthyl)butyl]phenol (prepared as described in Preparation 15), 122 mg of potassium t-butoxide and 301 mg of epibromohydrin were reacted in 15 ml of dimethylacetamide. The crude product, extracted as described in Example 1(a), was purified as described in Example 1(a), to give 303 mg (yield 84%) of the title compound as a colorless oil.

Workup

  1. extractionThe crude product, extracted
  2. customwas purified

Sources & evidence

ORD record
ord-67352a9ecadd4a52ac243b8fdd475d4a
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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