Sodium Bicarbonate → Adipic Acid

HRID 1732494Notes

Reaction equation

C[O-].[Na+].C(=O)(O)[O-].[Na+].[C:9]([O:18]C)(=[O:17])[CH2:10][CH2:11][CH2:12][CH2:13][C:14]([O-:16])=[O:15]>>[C:9]([OH:18])(=[O:17])[CH2:10][CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15]

Participants

Reactant 3

HCID 516892Sodium Bicarbonate

HCID 6994472Methyl adipate

HCID 10942334Sodium Methoxide

Product 1

HCID 196Adipic Acid

Procedure

The electrolytic condensation was conducted in the same manner as described in Example 2 except for changing the neutral salt group from sodium methylate to sodium bicarbonate by using monomethyl adipate obtained by the half esterification of adipic acid. Electrolytic cell voltage was 7.8 volts. Current efficiency was 67.0% and material yield was 79.8%.

Workup

customThe electrolytic condensation

Sources & evidence

ORD record: ord-c749cb49cfde458e975d27a2d42ae542
Source dataset: uspto-grants-1980_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04237317

Reaction notes

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