Heptanoic acid, 2-bromo, methyl ester → HCID 21443731, compound

Reaction equation

[CH:1]([C:11]([O-])=O)([C:7]([O:9]C)=[O:8])[CH2:2][CH2:3][C:4]([O-:6])=O.Br[CH:15]([CH2:20][CH2:21][CH2:22]CC)[C:16](OC)=O>>[CH2:16]([CH:11]1[C:4](=[O:6])[CH2:3][CH2:2][CH:1]1[C:7]([OH:9])=[O:8])[CH2:15][CH2:20][CH2:21][CH3:22]

Participants

Reactant 2

HCID 529986Heptanoic acid, 2-bromo, methyl ester

HCID 131710192HCID 131710192, compound

Product 1

HCID 21443731HCID 21443731, compoundYield 41%

Procedure

By repeating the procedure described in Example 1 (a) but starting from 195 g of methyl propane-1,1,3-tricarboxylate (F. L. M. Pattison, R. L. Buchanan and F. H. Dean, Can. J. Chem. 43(6), 1700 (1965)) and 176 g of methyl α-bromoheptanoate (H. Reinheckel, Ber. 93, 2222 (1960)), there is obtained 60 g (41%) of 2-n-pentyl-3-oxo-cyclopentanecarboxylic acid, melting at 52° C.

Sources & evidence

ORD record: ord-9db2334f4faf4150b440d2fce72d5c32
Source dataset: uspto-grants-1977_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04016109

Reaction notes

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