Ammonia → 2-Hydroxymethyl-2-n-propylpropan-1,3-dithiol

HRID 1197337Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1197337
C([S:8][CH2:9][C:10]([CH2:16][S:17]CC1C=CC=CC=1)([CH2:13][CH2:14][CH3:15])[CH2:11][OH:12])C1C=CC=CC=1.N.[Na].[Cl-].[NH4+]>C(OCC)C.CO>[OH:12][CH2:11][C:10]([CH2:13][CH2:14][CH3:15])([CH2:16][SH:17])[CH2:9][SH:8]

Komponenten

7

Edukt 4

HCID 222AmmoniaHCID 25517Ammonium ChlorideHCID 5360545SodiumHCID 193733282,2-Di(benzylthiomethyl)pentan-1-ol

Produkt 1

HCID 193733022-Hydroxymethyl-2-n-propylpropan-1,3-dithiol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

2,2-Di-(benzylthiomethyl)pentan-1-ol (8.0 g.) in dry diethyl ether (150 ml) was added to liquid ammonia (500 ml) which was stirred under nitrogen at -70°. Sodium (8.0 g.) was added in small pieces and the mixture was stirred at -70° for 3 hours. The mixture was allowed to warm to 20° and solid ammonium chloride (20 g.) was added. This was followed by careful addition of methanol (100 ml) to destroy excess sodium. Water (200 ml) was added and the aqueous mixture was extracted with diethyl ether. The ethereal extracts were dried over anhydrous magnesium sulphate and evaporated in vacuo. 2-Hydroxymethyl-2-n-propylpropan-1,3-dithiol was obtained as a colourless oil (4.6 g.).

Aufarbeitung

  1. stirringthe mixture was stirred at -70° for 3 hours
  2. temperatureto warm to 20°
  3. customto destroy excess sodium
  4. additionWater (200 ml) was added
  5. extractionthe aqueous mixture was extracted with diethyl ether
  6. dry with materialThe ethereal extracts were dried over anhydrous magnesium sulphate
  7. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c1588920f9264dff8d39654ad08b99ad
Quelldatensatz
uspto-grants-1992_05
Patentnummer
US05116862

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