Sulfuric Acid → 5-Chlorohexanoic acid

HRID 411808

Reaction equation

[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].S(=O)(=O)(O)O.[Cl:14]N(C(C)C)C(C)C>>[Cl:14][CH:5]([CH3:6])[CH2:4][CH2:3][CH2:2][C:1]([OH:8])=[O:7]

Participants

Reactant 3

HCID 1118Sulfuric Acid

HCID 8892Hexanoic Acid

HCID 32745N-Chloro-N,N-diisopropylamine

Product 1

HCID 185416685-Chlorohexanoic acid

Procedure

144 parts by mass of the obtained caproic acid were added to 1,000 parts by mass of 84% sulfuric acid and an equivalent amount of N-chlorodiisopropylamine and were reacted for 5 hours at 25° C. to obtain 173 parts by mass of 5-chlorocaproic acid.

Sources & evidence

ORD record: ord-89a8fd0d80284c06afc53dd96d7ceb81
Source dataset: uspto-grants-2003_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06559275B2

Linked notes

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