Hydrochloric Acid → HCID 57475115, compound

HRID 2422388Notes

Reaction equation

HRID 2422388 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][C:8](=O)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.[C-:12]#[N:13].[K+].Cl.[NH:16]1[CH2:19][CH2:18][CH2:17]1>O.CO>[N:16]1([C:8]2([C:12]#[N:13])[CH2:9][CH2:10][C:5]3([O:4][CH2:3][CH2:2][O:1]3)[CH2:6][CH2:7]2)[CH2:19][CH2:18][CH2:17]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 9032Potassium CyanideHCID 10422AzetidineHCID 5674151,4-Dioxaspiro[4.5]decan-8-one

Product 1

HCID 57475115HCID 57475115, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

1,4-Dioxaspiro[4,5]decan-8-one (4.84 g, 31 mmol) followed by potassium cyanide (4.85 g, 74.4 mmol) in water (15 ml) were added with ice cooling to a mixture of 4 N hydrochloric acid (8.1 ml), methanol (4.9 ml) and azetidine (8.5 g, 10 ml, 149 mmol). The mixture was stirred at room temperature for 5 days, then water (50 ml) was added and the mixture was extracted with diethyl ether (3×50 ml). The combined organic phases were dried with sodium sulfate and concentrated to small volume under vacuum. Yield: 6.77 g (98%), oil

Workup

  1. extractionthe mixture was extracted with diethyl ether (3×50 ml)
  2. dry with materialThe combined organic phases were dried with sodium sulfate
  3. concentrationconcentrated to small volume under vacuum

Sources & evidence

ORD record
ord-9940b931ca0e4ddbbdb4ded5497234b8
Source dataset
uspto-grants-2011_06
Patent number
US07960404B2

Reaction notes

Loading…