Sodium hydride → HCID 54122811, compound

HRID 438020Notes

Reaction equation

HRID 438020 reaction equation
[S:1]1[CH2:5][CH:4]=[CH:3][C:2]1=[O:6].Br[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH:16]=[CH:17][CH2:18][CH:19]=[CH:20][CH2:21][CH:22]=[CH:23][CH2:24][CH3:25].[H-].[Na+]>C1C=CC=CC=1>[CH2:25]([O:6][C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH:17]=[CH:16][CH2:15][CH:14]=[CH:13][CH2:12][CH:11]=[CH:10][CH2:9][CH3:8]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 1378982(5H)-ThiophenoneHCID 54090976HCID 54090976, compound

Product 1

HCID 54122811HCID 54122811, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 20.0 g (0.2 mole) of 3-thiolen-2-one [R. T. Hawkins, J. Heterocyclic Chem., 11 291-4 (1974)] 65.5 g (0.2 mole) of 1-bromo-9,12,15-octadecatriene, and 4.8 g (0.2 mole) of sodium hydride in benzene is refluxed with stirring for 24 hours after which the solvent is removed, and the product distilled to give 2-(9,12,15-octadecatrienyloxy)thiophene.

Workup

  1. temperatureis refluxed
  2. customis removed
  3. distillationthe product distilled

Sources & evidence

ORD record
ord-47088685bb484ca6ae5d8cf5de83a863
Source dataset
uspto-grants-1977_06
Patent number
US04032647

Reaction notes

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