Epibromohydrin → HCID 19423935, compound

HRID 743185Notes

Reaction equation

HRID 743185 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[OH:19])#[N:2].[CH3:20][C:21](C)([O-:23])[CH3:22].[K+].C(C1OC1)Br>CC(N(C)C)=O>[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[O:19][CH2:20][CH:21]1[CH2:22][O:23]1)#[N:2]

Participants

5

Reactant 3

HCID 18430EpibromohydrinHCID 19423867HCID 19423867, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 19423935HCID 19423935, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

Following a procedure similar to that described in Example 1(a), 634 mg of 2-[4-(2-cyanophenyl)butyl]phenol (prepared as described in Preparation 11), 283 mg of potassium t-butoxide and 345 mg of epibromohydrin were reacted in 6 ml of dimethylacetamide. The crude product, extracted as described in Example 1, was purified as described in Example 1, to give 690 mg (yield 89%) of the title compound as an oil.

Workup

  1. extractionThe crude product, extracted
  2. customwas purified

Sources & evidence

ORD record
ord-40b371e1f12340c0b36bf9fea02ee60b
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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