Methyl Bromide → 2-(4-(Thien-2-ylcarbonyl)phenyl)propiononitrile

HRID 258929Notes

Reaction equation

HRID 258929 reaction equation
[C:1]1([C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][C:15]#[N:16])=[CH:10][CH:9]=2)=[O:7])[S:5][CH:4]=[CH:3][CH:2]=1.[CH3:17]Br.[OH-].[Na+]>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.O>[C:1]1([C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH:14]([CH3:17])[C:15]#[N:16])=[CH:10][CH:9]=2)=[O:7])[S:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 3

HCID 6323Methyl BromideHCID 14798Sodium HydroxideHCID 122329742-[p-(2-Thenoyl)phenyl]acetonitrile

Product 1

HCID 1036862-(4-(Thien-2-ylcarbonyl)phenyl)propiononitrile

Reagents, catalysts & solvents 2

HCID 66133Benzyl triethylammonium chlorideCatalystHCID 962WaterSolvent

Conditions

Temperature
35 °C

Procedure

11.4 parts of 2-[p-(2-thenoyl)phenyl] acetonitrile, 4.9 parts of methyl bromide and 0.13 parts of benzyl triethyl ammonium chloride are added to 30 parts of a 50% sodium hydroxide solution. The whole is stirred vigorously for 5 hours at 35° C. Distilled water is added. The organic layer is separated, washed with distilled water and evaporated. The oily residue is distilled, yielding p-(2-thenoyl)hydratroponitrile.

Workup

  1. customThe organic layer is separated
  2. washwashed with distilled water
  3. customevaporated
  4. distillationThe oily residue is distilled

Sources & evidence

ORD record
ord-1a1de12a472b470fa9c4ef5de2985514
Source dataset
uspto-grants-1977_07
Patent number
US04035376

Reaction notes

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