Reaction #500703

Reaction equation

2-ethyl-1-hexanol

triethylamine

2-phenylacetyl chloride

→

2-phenylacetic acid

Solvents

methylene chloride

Conditions

Workup

1. 1
   Filtrationfilter
2. 2
   Washwash the filtercake with methylene chloride (50 mL)
3. 3
   WashCombine the organic phases and wash with it aqueous hydrochloric acid (50 mL) and water
4. 4
   DryingDry (MgSO4)
5. 5
   Otherevaporate the solvent in vacuo
6. 6
   workup.DISTILLATIONpurify by distillation

Procedure

Mix 2-ethyl-1-hexanol (6.5 g, (5 mol), triethylamine (50.5 g, 0.5 mol) and methylene chloride (50 mL). Add, by dropwise addition, 2-phenylacetyl chloride (5 mol) and warm to 50° C. Stir a zoom temperature overnight, filter and wash the filtercake with methylene chloride (50 mL). Combine the organic phases and wash with it aqueous hydrochloric acid (50 mL) and water. Dry (MgSO4), evaporate the solvent in vacuo and purify by distillation to give 2-phenylacetic acid, 2-(2-ethylhexy)1 ester.

Source