Sulfuric Acid → 5-Chlorohexanoic acid

HRID 411801

Reaktionsgleichung

Reaktionsgleichung von HRID 411801
[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]

Komponenten

4

Edukt 3

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

Produkt 1

HCID 185416685-Chlorohexanoic acid

Versuchsvorschrift

147 parts by mass of the obtained 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 5 hours at 25° C. to obtain 177 parts by mass of 5-chlorocaproic acid. Then 177 parts by mass of the 5-chlorocaproic acid were boiled with an aqueous solution of an equivalent amount of sodium hydroxide to obtain 129 parts by mass of δ-caprolactone. The 13C-NMR (100 MHz, TMS, CDCl3) of the synthesized δ-caprolactone was measured to obtain the following δ values: 19.90 ppm, 20.88 ppm, 34.27 ppm, 35.31 ppm, 70.44 ppm and 172.84 ppm.

Aufarbeitung

  1. customwere reacted for 5 hours at 25° C.

Quellen und Nachweise

ORD-Eintrag
ord-45f75b5187b74797b2ffbb03367df60c
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06559275B2

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