Epibromohydrin → HCID 19424029, compound

HRID 743231Notes

Reaction equation

HRID 743231 reaction equation
[C:1]1([CH2:11][CH2:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[OH:21])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH3:22][C:23](C)([O-:25])[CH3:24].[K+].C(C1OC1)Br>CC(N(C)C)=O>[C:1]1([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)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 18430EpibromohydrinHCID 19423889HCID 19423889, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 19424029HCID 19424029, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

Following a procedure similar to that described in Example 1(a), 329 mg of 2-[4-(1-naphthyl)butyl]phenol (prepared as described in Preparation 16), 134 mg of potassium t-butoxide and 334 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 316 mg (yield 80%) of the title compound as a colorless oil.

Workup

  1. extractionThe crude product, extracted
  2. customwas purified

Sources & evidence

ORD record
ord-cf8d990ef6244c2a8b5e95f90b06fc6c
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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