Adipic Acid → 1,4-Butanediol

HRID 2299610Notes

Reaction equation

HRID 2299610 reaction equation
[C:1](O)(=[O:7])[CH2:2][CH2:3][C:4](O)=[O:5].[C:9](O)(=[O:16])[CH2:10][CH2:11][CH2:12][C:13](O)=[O:14].[C:18](O)(=[O:26])[CH2:19][CH2:20][CH2:21][CH2:22][C:23](O)=[O:24]>>[CH2:1]([OH:7])[CH2:2][CH2:3][CH2:4][OH:5].[CH2:9]([OH:16])[CH2:10][CH2:11][CH2:12][CH2:13][OH:14].[CH2:18]([OH:26])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][OH:24]

Participants

6

Reactant 3

HCID 196Adipic AcidHCID 743Glutaric AcidHCID 1110Succinic Acid

Product 3

HCID 80641,4-ButanediolHCID 81051,5-PentanediolHCID 123741,6-Hexanediol

Procedure

The obtained reaction mixture was analyzed by HPLC and GC under the conditions mentioned above to determine the conversion of the starting material and the yield of the primary alcohol. The analysis showed that the conversions of succinic acid, glutaric acid and adipic acid were 70%, 78% and 64%, respectively, and the yields of 1,4-butanediol, 1,5-pentanediol and 1,6-hexanediol were 37%, 53% and 43%, respectively.

Workup

  1. customThe obtained reaction mixture

Sources & evidence

ORD record
ord-2b0233c4ea714bd7846d003c9ec4133e
Source dataset
uspto-grants-2002_12
Patent number
US06495730B1

Reaction notes

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