Dimethyl-(8-thiophen-2-yl-1,4-dioxaspiro[4.5]dec-8-yl)-amine hydrochloride → HCID 12595637, compound

HRID 1179063Notes

Reaction equation

HRID 1179063 reaction equation
Cl.[CH3:2][N:3]([CH3:19])[C:4]1([C:14]2[S:15][CH:16]=[CH:17][CH:18]=2)[CH2:13][CH2:12][C:7]2(OCC[O:8]2)[CH2:6][CH2:5]1>Cl>[CH3:2][N:3]([CH3:19])[C:4]1([C:14]2[S:15][CH:16]=[CH:17][CH:18]=2)[CH2:13][CH2:12][C:7](=[O:8])[CH2:6][CH2:5]1

Participants

3

Reactant 1

HCID 57475108Dimethyl-(8-thiophen-2-yl-1,4-dioxaspiro[4.5]dec-8-yl)-amine hydrochloride

Product 1

HCID 12595637HCID 12595637, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Dimethyl-(8-thiophen-2-yl-1,4-dioxa-spiro[4.5]dec-8-yl)-amine hydrochloride (8.68 g) was dissolved in 7.5M hydrochloric acid (29 ml), stirred for 48 hours at room temperature and then extracted with diethyl ether (2×50 ml). The aqueous phase was rendered alkaline with 5M sodium hydroxide solution, while cooling with ice, extracted with dichloromethane (3×50 ml), dried and concentrated. 4-Dimethylamino-4-thiophen-2-yl-cyclohexanone was obtained as a yellow solid (5.66 g; m.p. 108-110° C.).

Workup

  1. extractionextracted with diethyl ether (2×50 ml)
  2. temperaturewhile cooling with ice
  3. extractionextracted with dichloromethane (3×50 ml)
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-d0b238ac2e9441afacc492826b34824d
Source dataset
uspto-grants-2007_10
Patent number
US07276518B2

Reaction notes

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