ChemicalBook CAS DataBase List Benzene, 1-chloro-4-(1-cyclopenten-1-yl)-

Benzene, 1-chloro-4-(1-cyclopenten-1-yl)- synthesis

12synthesis methods

Product Name:Benzene, 1-chloro-4-(1-cyclopenten-1-yl)-
CAS Number:2371-98-4
Molecular formula:C11H11Cl
Molecular Weight:178.658

78195-98-9
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Benzene, 1-chloro-4-(1-cyclopenten-1-yl)-

2371-98-4
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Yield:2371-98-4 85%

Reaction Conditions:

Stage #1: 1-(4-chlorophenyl)cyclopentan-1-olwith hydrogenchloride in water; for 2 h;
Stage #2: with toluene-4-sulfonic acid in water;toluene at 100 - 110; for 3 h;Reagent/catalyst;

Steps:

1 The preparation of 4-cyclopentenyl chlorobenzene V is:

under the protection of an inert gas,To a mechanically stirred, reflux condensing drying tube, addition funnelIn the 500ml reaction bottle, 13g of magnesium tablets were sequentially added.THF 35ml, stirred; warmed to 50 ° C, and added a mixture of 100 ml of p-chlorobromobenzene 100 ml / THF20ml enters the system, the reaction is initiated, the temperature is controlled from 50 °C to 70 °C, the addition is completed, and the heat preservation reaction is carried out for 2 hours.Then, the mixed solution of cyclopentanone 50g/toluene 200ml was added dropwise, and 90 minutes after the addition was completed,The reaction was stopped, and the reaction solution was poured into a 500 ml reaction flask to which 100 ml of concentrated hydrochloric acid had been added, and stirred for 2 hours.Further, 100 ml of toluene was added, and the mixture was stirred for 1 hour, and the organic phase was retained, and the aqueous phase was extracted with toluene.The organic phase was combined with water to neutral; the 500 ml reaction flask was again added, and 10 g of p-toluenesulfonic acid was added.The temperature was raised to 100 ° C to 110 ° C and refluxed for 2 h, the reaction was stopped, and then 100 ml of toluene was added.Stir for 1 hour, dispose of the solution, wash with water until neutral, dry, filter, concentrate, recrystallize, and steam to obtain the product.GC analysis content >99%, yield >85%,

References:

CN108191601,2018,A Location in patent:Paragraph 0018-0021; 0027; 0033