Formaldehyde → HCID 22001680, compound

HRID 324989Notes

Reaction equation

HRID 324989 reaction equation
[ClH:1].[C:2]([N:10]1[CH:15]2[CH2:16][CH2:17][CH:11]1[CH2:12][CH:13]([CH2:18][NH2:19])[CH2:14]2)(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:20]=O.[O:22]1[C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=2[C:25](=[O:32])[CH2:24][CH2:23]1>Cl.CC(O)C>[ClH:1].[C:2]([N:10]1[CH:15]2[CH2:16][CH2:17][CH:11]1[CH2:12][CH:13]([CH2:18][NH:19][CH2:20][CH:24]1[C:25](=[O:32])[C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[O:22][CH2:23]1)[CH2:14]2)(=[O:9])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

6

Reactant 3

HCID 712FormaldehydeHCID 68110ChromanoneHCID 22001686HCID 22001686, compound

Product 1

HCID 22001680HCID 22001680, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 3776IsopropanolSolvent2×

Procedure

1.71 g (6.1 mmol) of 8-benzoyl-8-azabicyclo[3.2.1]octane-3-methanamine hydrochloride, 0.2 g (6.3 mmol) of paraformaldehyde and a few drops of concentrated hydrochloric acid in 10 ml of 2-propanol are introduced into a three-necked round-bottomed flask, the mixture is refluxed for 5 min, 0.78 g (5.3 mmol) of 2,3-dihydro-4H-1-benzopyran-4-one dissolved in 10 ml of 2-propanol is added and refluxing is continued for 18 h.

Workup

  1. temperaturethe mixture is refluxed for 5 min
  2. additionis added
  3. temperaturerefluxing

Sources & evidence

ORD record
ord-cb22957d34f941e49fb16191d0cfc7e6
Source dataset
uspto-grants-2001_04
Patent number
US06221879B1

Reaction notes

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