Formaldehyde → HCID 22732567, compound

HRID 2084553Notes

Reaction equation

HRID 2084553 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH:7]([CH:11](P(OCC)(OCC)=O)[C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH2:6][CH2:5]2.C=O.[C:27]([O-])([O-])=O.[K+].[K+]>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH:7]([C:11](=[CH2:27])[C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH2:6][CH2:5]2

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 11430Potassium CarbonateHCID 22732544HCID 22732544, compound

Product 1

HCID 22732567HCID 22732567, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The compound obtained in Step C (76.18 mmol), paraformaldehyde (4.60 g, 152.36 mmol, 2 eq.), and K2CO3 (20.98 g, 2 eq.) are refluxed in 350 ml of THF for 15 hours. The mixture is concentrated to three quarters, 100 ml of water are added and the mixture is extracted with ether. The organic phase is washed with water, with saturated NaCl, dried over Na2SO4 and then concentrated under reduced pressure to yield the title compound in the form of an oil.

Workup

  1. concentrationThe mixture is concentrated to three quarters, 100 ml of water
  2. additionare added
  3. extractionthe mixture is extracted with ether
  4. washThe organic phase is washed with water, with saturated NaCl
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6f587ab254fd4a35acbac04b261c9e04
Source dataset
uspto-grants-2004_04
Patent number
US06716852B2

Reaction notes

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