Diisopropylethylamine → HCID 57988984, compound

HRID 471280Notes

Reaction equation

HRID 471280 reaction equation
[CH2:1]([N:8]1[CH2:15][CH2:14][C:11]2([O:13][CH2:12]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH3:17][C:18](=[CH2:21])[CH2:19][NH2:20].CCN(C(C)C)C(C)C>C(O)C>[CH2:1]([N:8]1[CH2:15][CH2:14][C:11]([CH2:12][NH:20][CH2:19][C:18]([CH3:21])=[CH2:17])([OH:13])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 892386-Benzyl-1-oxa-6-azaspiro(2,5)octaneHCID 119537722-Methylallylamine hydrochloride

Product 1

HCID 57988984HCID 57988984, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 6-benzyl-1-oxa-6-azaspiro[2.5]octane (2 g) and 2-methylprop-2-en-1-amine HCl (2 g) and Hunig's Base (3.44 mL) in ethanol (30 mL) was heated at 70° C. for 18 hours. The mixture was cooled to room temperature and the solvent evaporated under reduced pressure. The residue was partitioned between DCM and brine, the aqueous layer was re-extracted with fresh DCM and the combined organics dried over sodium sulphate, filtered and the solvent evaporated under reduced pressure to afford the subtitled compound. Yield 2.70 g.

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. customthe solvent evaporated under reduced pressure
  3. customThe residue was partitioned between DCM and brine
  4. extractionthe aqueous layer was re-extracted with fresh DCM
  5. dry with materialthe combined organics dried over sodium sulphate
  6. filtrationfiltered
  7. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-61a678c41e7d401a9fc9e0c5ed3d131d
Source dataset
uspto-grants-2014_01
Patent number
US08629271B2

Reaction notes

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