Ethyl 5-bromovalerate → HCID 54020649, compound

HRID 1608952Notes

Reaction equation

HRID 1608952 reaction equation
[Na].[N:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[OH:16].[CH2:17]([O:19][C:20](=[O:26])[CH2:21][CH2:22][CH2:23][CH2:24]Br)[CH3:18]>CC(O)C>[CH2:17]([O:19][C:20](=[O:26])[CH2:21][CH2:22][CH2:23][CH2:24][O:16][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[CH:9]=[CH:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][N:2]=1)[CH3:18]

Participants

5

Reactant 3

HCID 84580Ethyl 5-bromovalerateHCID 2771887HCID 2771887, compoundHCID 5360545Sodium

Product 1

HCID 54020649HCID 54020649, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To the solution of 2.3 g (0.1 mol) sodium in 250 ml ethanol one adds 19.7 g 2-[2-(2-pyridinyl)-ethenyl]-phenol, stirs for 10 min at room temp., adds thereto 17.4 ml (0.11 mol) 5-bromovaleric acid ethyl ester and heats to reflux for 16 h. One evaporates, mixes with water, extracts with dichloromethane, dries the extract and evaporates. There remain 32.4 g of title compound (100% of theory) as oil.

Workup

  1. additionadds
  2. temperatureto reflux for 16 h
  3. customOne evaporates
  4. extractionextract
  5. customevaporates

Sources & evidence

ORD record
ord-f2248f1ab458476cb6bcc82e95fa947d
Source dataset
uspto-grants-1995_03
Patent number
US05399575

Reaction notes

Loading…