Formaldehyde → 2-Methyl-4-oxa-2,8-diazabicyclo[4.3.0]nonane

HRID 36690Notes

Reaction equation

HRID 36690 reaction equation
[CH2:1]=O.[OH:3][CH2:4][CH:5]1[CH2:9][NH:8][CH2:7][CH:6]1[NH:10][CH3:11]>C(O)CCC>[CH3:11][N:10]1[CH2:1][O:3][CH2:4][CH:5]2[CH:6]1[CH2:7][NH:8][CH2:9]2

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 15070024(4-(Methylamino)pyrrolidin-3-yl)methanol

Product 1

HCID 150700232-Methyl-4-oxa-2,8-diazabicyclo[4.3.0]nonane

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent2×

Procedure

8.1 g (0.1 mol) of 37% strength formaldehyde solution in 20 ml of n-butanol are added dropwise to 13 g (0.101 mol) of 4-hydroxymethyl-3-methylaminopyrrolidine in 100 ml of n-butanol at room temperature. The mixture is stirred at room temperature overnight and concentrated and the residue is distilled.

Workup

  1. concentrationconcentrated
  2. distillationthe residue is distilled

Sources & evidence

ORD record
ord-380553e8feab4f418f56f5b551e4b474
Source dataset
uspto-grants-1995_05
Patent number
US05416096

Reaction notes

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