1-1,4-Dioxaspiro[4.5]decan-8-ylpropan-1-amine hydrochloride → HCID 68003780, compound

HRID 2175607Notes

Reaction equation

HRID 2175607 reaction equation
Cl.[O:2]1[C:6]2([CH2:11][CH2:10][CH:9]([CH:12]([NH2:15])[CH2:13][CH3:14])[CH2:8][CH2:7]2)[O:5][CH2:4][CH2:3]1.[O:16]([C:18]#[N:19])[K]>O>[O:2]1[C:6]2([CH2:11][CH2:10][CH:9]([CH:12]([NH:15][C:18]([NH2:19])=[O:16])[CH2:13][CH3:14])[CH2:8][CH2:7]2)[O:5][CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 680037861-1,4-Dioxaspiro[4.5]decan-8-ylpropan-1-amine hydrochlorideHCID 178418250HCID 178418250, compound

Product 1

HCID 68003780HCID 68003780, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

Into a 50 mL round-bottom flask were placed a solution of 1-1,4-dioxaspiro[4.5]decan-8-ylpropan-1-amine hydrochloride (as prepared in Example 104 Step B) (100 mg, 0.42 mmol, 1.00 equiv) in water (3 mL) and KOCN (38 mg, 0.47 mmol, 1.10 equiv). The resulting solution was stirred overnight at 70° C. The resulting solution was cooled and extracted with 3×10 mL of dichloromethane. The organic layers were combined, dried and concentrated under vacuum to give the title compound as a white solid.

Workup

  1. customInto a 50 mL round-bottom flask were placed
  2. temperatureThe resulting solution was cooled
  3. extractionextracted with 3×10 mL of dichloromethane
  4. customdried
  5. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-8e629ee063414c3baa240dc7eb1eeed4
Source dataset
uspto-grants-2015_06
Patent number
US09062048B2

Reaction notes

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