Triethylamine → HCID 14501401, compound

HRID 1762417Notes

Reaction equation

HRID 1762417 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([CH3:9])[CH:3]=1.[N:10]#[C:11]Br.C(N(CC)CC)C>CC(C)=O>[CH3:9][C:4]1[CH:3]=[C:2]([Cl:1])[CH:7]=[CH:6][C:5]=1[O:8][C:11]#[N:10]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10476Cyanogen BromideHCID 148554-Chloro-2-methylphenol

Product 1

HCID 14501401HCID 14501401, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
0 °C

Procedure

4-chloro-2-methyl phenol (10g, 0.07 mol) and cyanogen bromide (7.4g, 0.07 mol) were stirred in acetone at 0° C. and triethylamine (9.7 ml, 0.07 mol) was added dropwise. The mixture was stirred at 0° C. for a further 2 hours, then filtered. The filtrate was concentrated using a rotary evaporator to leave the desired product as a fawn solid. This was used without further purification. The melting point of the product, after recrystallisation from ethyl acetate/hexane, was found to be 60° C.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated
  3. customa rotary evaporator

Sources & evidence

ORD record
ord-768c28c51f80443f846bec42112fc1f9
Source dataset
uspto-grants-1989_05
Patent number
US04833137

Reaction notes

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