Hydrochloric Acid → HCID 57475115, compound

HRID 1095496Notes

Reaction equation

HRID 1095496 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

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

Workup

  1. temperaturewhile cooling with ice
  2. extractionthe mixture was extracted with diethyl ether (3×50 ml)
  3. dry with materialThe combined organic phases were dried with sodium sulfate
  4. concentrationconcentrated i

Sources & evidence

ORD record
ord-f03c82bb2b2f4559965503867b4abd73
Source dataset
uspto-grants-2012_03
Patent number
US08138187B2

Reaction notes

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