Hydrochloric Acid → HCID 14405866, compound

HRID 330133Notes

Reaction equation

HRID 330133 reaction equation
[CH3:1][C:2]([CH3:12])([C:7](=[O:11])[CH:8]([CH3:10])[CH3:9])[C:3]([O:5][CH3:6])=[O:4].[ClH:13].[CH2:14]([NH:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[CH2:29]=O.Cl>C(O)C>[ClH:13].[CH2:22]([N:21]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:10][C:8]([CH3:29])([CH3:9])[C:7](=[O:11])[C:2]([CH3:1])([CH3:12])[C:3]([O:5][CH3:6])=[O:4])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 522993HCID 522993, compoundHCID 13000629Benzenemethanamine, N-(phenylmethyl)-, hydrochloride (1:1)

Product 1

HCID 14405866HCID 14405866, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of 86 g. (0.50 mole) methyl 2,2,4-trimethyl-3-ketovalerate, 117 g. (0.64 mole) dibenzylamine hydrochloride and 19.8 g. (0.22 mole) paraformaldehyde is added a solution of 1 ml. of concentrated hydrochloric acid in 150 ml. 95% ethanol and the mixture is heated at reflux for four hours. The mixture is filtered, 500 ml. of hot acetone added to the filtrate and the resulting mixture cooled then refrigerated overnight. The precipitated product is collected by filtration, washed with acetone and dried.

Workup

  1. additionTo a mixture of 86 g
  2. temperatureat reflux for four hours
  3. filtrationThe mixture is filtered
  4. additionof hot acetone added to the filtrate
  5. temperaturethe resulting mixture cooled
  6. customrefrigerated overnight
  7. filtrationThe precipitated product is collected by filtration
  8. washwashed with acetone
  9. customdried

Sources & evidence

ORD record
ord-620d853ca7d84e0689b1b1cede67b1f5
Source dataset
uspto-grants-1990_01
Patent number
US04894464

Reaction notes

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