Benzene → Ethyl 4-(3-bromopropyl)benzoate

HRID 26592Notes

Reaction equation

HRID 26592 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=1.[CH:14]1C=CC=C[CH:15]=1.C(O)C.S(=O)(=O)(O)O>O>[Br:1][CH2:2][CH2:3][CH2:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([O:11][CH2:14][CH3:15])=[O:10])=[CH:7][CH:6]=1

Participants

6

Reactant 4

HCID 241BenzeneHCID 702EthanolHCID 1118Sulfuric AcidHCID 2377854-(3-bromopropyl)benzoic acid

Product 1

HCID 12748306Ethyl 4-(3-bromopropyl)benzoate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of p-(3-bromopropyl)benzoic acid (100.8 g.; 0.41 mole), benzene (290 ml.), ethanol (60 ml.) and concentrated sulfuric acid (1.4 ml.) is heated under reflux under a Dean and Stark constant water separator until the evolution of water ceases. The time required is 23 hours.

Workup

  1. temperatureis heated

Sources & evidence

ORD record
ord-937c4c8df35040deb2840e355737117c
Source dataset
uspto-grants-1979_04
Patent number
US04150235

Reaction notes

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