Hydrochloric Acid → HCID 68695363, compound

HRID 1951754Notes

Reaction equation

HRID 1951754 reaction equation
Cl.[CH:2]1([C:8]2([N:18]([CH3:20])[CH3:19])[CH2:17][CH2:16][C:11]3(OCC[O:12]3)[CH2:10][CH2:9]2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1>>[CH:2]1([C:8]2([N:18]([CH3:20])[CH3:19])[CH2:9][CH2:10][C:11](=[O:12])[CH2:16][CH2:17]2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 68691834HCID 68691834, compound

Product 1

HCID 68695363HCID 68695363, compound

Procedure

6N hydrochloric acid (7 ml) was added to (8-cyclohexyl-1,4-dioxa-spiro[4.5]dec-8-yl)-dimethyl-amine (C-5) (1.18 g, 4.41 mmol), and the mixture was stirred overnight at room temperature. When the hydrolysis was complete, the reaction mixture was extracted with ether (2×10 ml), the aqueous solution was rendered alkaline with 5N sodium hydroxide solution, while cooling with ice, the reaction mixture was extracted with dichloromethane (3×20 ml), and the organic phase was dried over sodium sulfate and concentrated in vacuo. The crude product (637 mg) was purified by flash chromatography with CHCl3/MeOH (9:1).

Workup

  1. extractionthe reaction mixture was extracted with ether (2×10 ml)
  2. temperaturewhile cooling with ice
  3. extractionthe reaction mixture was extracted with dichloromethane (3×20 ml)
  4. dry with materialthe organic phase was dried over sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe crude product (637 mg) was purified by flash chromatography with CHCl3/MeOH (9:1)

Sources & evidence

ORD record
ord-b8b0fecfdc0d4c21be5957c5926bee07
Source dataset
uspto-grants-2013_03
Patent number
US08404740B2

Reaction notes

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