4-Bromobutyric acid → tert-Butyl 4-bromobutanoate

HRID 2298501Notes

Reaction equation

HRID 2298501 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][C:5]([OH:7])=[O:6].BrCCCCCC(O[C:17]([CH3:20])([CH3:19])[CH3:18])=O>C=C(C)C>[Br:1][CH2:2][CH2:3][CH2:4][C:5]([O:7][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:6]

Participants

4

Reactant 2

HCID 758094-Bromobutyric acidHCID 11550568Tert-butyl 6-bromohexanoate

Product 1

HCID 2757253tert-Butyl 4-bromobutanoateYield 54%

Reagents, catalysts & solvents 1

HCID 8255IsobutyleneSolvent

Procedure

4-Bromobutanoic acid (8 g, 47.9 mmol) and iso-butene (60 ml) were reacted by the same procedure as described in Example 1 for the preparation of tert-butyl 6-bromohexanoate to give the title material (5.7 g, 54%) as a colorless liquid (b.p. 62-64° C./10 mmHg).

Sources & evidence

ORD record
ord-6a79c0c2e4344e49b1f5ccc44def3706
Source dataset
uspto-grants-2002_12
Patent number
US06492550B2

Reaction notes

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