Sulfuric Acid → 5-Chlorohexanoic acid

HRID 411802

Reaction equation

HRID 411802 reaction equation
[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[Cl:9]N(C(C)C)C(C)C.S(=O)(=O)(O)O>>[Cl:9][CH:5]([CH3:6])[CH2:4][CH2:3][CH2:2][C:1]([OH:8])=[O:7]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 8892Hexanoic AcidHCID 32745N-Chloro-N,N-diisopropylamine

Product 1

HCID 185416685-Chlorohexanoic acid

Procedure

155 parts by mass of the caproic acid and an equivalent amount of N-chlorodiisopropylamine were added to 1,000 parts by mass of 84% sulfuric acid and were reacted for 6 hours at 25° C. to obtain 187 parts by mass of 5-chlorocaproic acid. 187 parts by mass of the 5-chlorocaproic acid were boiled with an aqueous solution of an equivalent amount of sodium hydroxide to obtain 136 parts by mass of δ-caprolactone.

Workup

  1. customwere reacted for 6 hours at 25° C.

Sources & evidence

ORD record
ord-d116017f73a54474863d4eceafaa69b2
Source dataset
uspto-grants-2003_05
Patent number
US06559275B2

Linked notes

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