Ammonia → [(2S)-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methylamine

HRID 39034

Reaktionsgleichung

Reaktionsgleichung von HRID 39034
CC1C=CC(S(O[CH2:12][C@@H:13]2[O:18][C:17]3[CH:19]=[C:20]([S:23]([CH3:26])(=[O:25])=[O:24])[CH:21]=[CH:22][C:16]=3[O:15][CH2:14]2)(=O)=O)=CC=1.[NH3:27]>>[CH3:26][S:23]([C:20]1[CH:21]=[CH:22][C:16]2[O:15][CH2:14][C@H:13]([CH2:12][NH2:27])[O:18][C:17]=2[CH:19]=1)(=[O:25])=[O:24]

Komponenten

3

Edukt 2

HCID 222AmmoniaHCID 86652935[(2R)-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonate

Produkt 1

HCID 66878351[(2S)-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methylamine

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

A mixture of [(2R)-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonate (1.1 g, 2.5 mmol), NH3 (4 ml, 7N in methanol) was heated under microwave radiation at 120° C. for 20 min. The product was evaporated to dryness and was purified by flash column chromatography (EtOAc/MeOH). Yield 0.31 g. MS m/z (rel. intensity, 70 eV) 243 (M+, 35), 214 (bp), 199 (35), 79 (25), 56 (22).

Aufarbeitung

  1. customThe product was evaporated to dryness
  2. customwas purified by flash column chromatography (EtOAc/MeOH)

Quellen und Nachweise

ORD-Eintrag
ord-d687c40677da413283cac18f46317362
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524766B2

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