반응 #954396

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1 -bromocyclopentanecarboxylic acid

sulphuric acid

isobutene

→

ester

수율 70.0%

t-Butyl 1-Bromocyclopentanecarboxylate

수율 70.0%

용매

ether

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후처리

1. 1
   workup.ADDITIONcontaining a magnetic stirrer-bar
2. 2
   기타The bottle was sealed
3. 3
   기타excess isobutene was evaporated
4. 4
   세척the residue in ether was washed with aqueous sodium bicarbonate solution and water
5. 5
   기타dried
6. 6
   농축concentrated
7. 7
   workup.DISTILLATIONThe residue was distilled under reduced pressure

실험 절차

To a mixture of 1 -bromocyclopentanecarboxylic acid (36.99g) and anhydrous ether (35ml) in a 500ml pressure bottle, containing a magnetic stirrer-bar, was added concentrated sulphuric acid (3.5ml), followed by precondensed isobutene (150ml). The bottle was sealed, and stirred at ambient temperature for 20 hours. The bottle was then opened, excess isobutene was evaporated, and the residue in ether was washed with aqueous sodium bicarbonate solution and water, dried, and concentrated. The residue was distilled under reduced pressure to give the title ester (b.p. 66°-74°/0.5-2.0mm) (33.6g 70%); λmax (CHBr3) 1702cm-1 ; τ (CDCl3) 7.78, 8.20 (cyclopentane protons) and 8.54 (C(CH3)3).

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