N-Methylbenzylamine → HCID 58906439, compound

HRID 1294580Notes

Reaction equation

HRID 1294580 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:15][CH2:14][C:11]2([O:13][CH2:12]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:16]([NH:23][CH3:24])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>O1CCOCC1>[C:1]([O:5][C:6]([N:8]1[CH2:15][CH2:14][C:11]([CH2:12][N:23]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH3:24])([OH:13])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 7669N-MethylbenzylamineHCID 22135564tert-Butyl 1-oxa-6-azaspiro(2.5)octane-6-carboxylate

Product 1

HCID 58906439HCID 58906439, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Epoxide (32) (46 g, 216 mmol) was dissolved in dioxane (300 ml). Benzyl methylamine (75 ml, 583 mmol) was added and the mixture was stirred at reflux for 90 h. TLC analysis revealed complete conversion. The mixture was evaporated to dryness. The excess of benzyl methylamine was removed by evaporation in vacuo (0.05 mbar, 80° C.). Yield: 69.3 g of aminoalcohol (35) (96%) as an orange oil.

Workup

  1. temperatureat reflux for 90 h
  2. customThe mixture was evaporated to dryness
  3. customThe excess of benzyl methylamine was removed by evaporation in vacuo (0.05 mbar, 80° C.)

Sources & evidence

ORD record
ord-43ac2997145a4bbd9584ee7e394dccb7
Source dataset
uspto-grants-2007_07
Patent number
US07241770B2

Reaction notes

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