Hydrochloric Acid → 16-Mercaptohexadecanoic acid

HRID 1279135

Reaktionsgleichung

Reaktionsgleichung von HRID 1279135
I[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18].NC(N)=[S:22].[OH-].[Na+].Cl>C(O)C>[SH:22][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 4111116-Iodohexadecanoic acidHCID 2723790Thiourea

Produkt 1

HCID 352258516-Mercaptohexadecanoic acidAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 16-iodohexadecanoic acid (6) (4.0 g, 10.4 mmol) and thiourea (0.88 g, 1.1 equiv.) in ethanol (100 mL) was refluxed overnight under N2 atmosphere. The solution was cooled to room temperature. Sodium hydroxide (1.0 g in 10 mL of water) wad added and the mixture was further heated for 2 hr. After cooling to room temperature 1N HCl was added and the product was extracted using CH2Cl2. The organic extract was dried and evaporated to give a white solid Yield: 2.1 g (69%)

Aufarbeitung

  1. temperaturewas refluxed overnight under N2 atmosphere
  2. temperaturethe mixture was further heated for 2 hr
  3. additionwas added
  4. extractionthe product was extracted
  5. extractionThe organic extract
  6. customwas dried
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-48dae631f1574782807114973786c7b2
Quelldatensatz
uspto-grants-2002_09
Patentnummer
US06447656B1

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