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

HRID 1896928Notes

Reaction equation

HRID 1896928 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-df7adbb4224341a29a1702c31a956084
Source dataset
uspto-grants-2013_08
Patent number
US08518969B2

Reaction notes

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