Formaldehyde → HCID 58215705, compound

HRID 1661599Notes

Reaction equation

HRID 1661599 reaction equation
[CH3:1][C:2]1([CH3:7])[CH2:5][NH:4][C:3]1=[O:6].C=O.[C:10](=O)([O-])[O-:11].[K+].[K+]>>[OH:11][CH2:10][N:4]1[CH2:5][C:2]([CH3:7])([CH3:1])[C:3]1=[O:6]

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 11430Potassium CarbonateHCID 544629Pivalolactam

Product 1

HCID 58215705HCID 58215705, compound

Procedure

A flask is charged with 3,3-dimethyl-azetidin-2-one (0.159 g, 1.524 mmol), aqueous formaldehyde (37% wt., 0.124 g, 1.524 mmol) and crushed potassium carbonate (0.009 g, 0.061 mmol). The flask is lowered in a pre-heated oil bath (75° C.). After 15 min, the flask is removed from the oil bath and allowed to stand at room temperature. After 2 h, the mixture is taken up in acetone, dried over magnesium sulfate and filtered through a plug of silica gel. Concentration in vacuo (30° C., 40 Torr) gives 1-hydroxymethyl-3,3-dimethyl-azetidin-2-one, which is used in the next step without further purification. 1H NMR (400 MHz, CDCl3) δ ppm 1.32 (s, 6H), 3.23 (s, 2H), 4.69 (d, J=7.5 Hz, 2H).

Workup

  1. customThe flask is lowered in a pre-heated oil bath
  2. custom(75° C.)
  3. customthe flask is removed from the oil bath
  4. customto stand at room temperature
  5. waitAfter 2 h
  6. dry with materialdried over magnesium sulfate
  7. filtrationfiltered through a plug of silica gel
  8. concentrationConcentration in vacuo (30° C., 40 Torr)

Sources & evidence

ORD record
ord-3b0e8ddda2834dabace2498cce073a8e
Source dataset
uspto-grants-2011_10
Patent number
US08030334B2

Reaction notes

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