Hydrochloric Acid → HCID 19775325, compound

HRID 1613191Notes

Reaction equation

HRID 1613191 reaction equation
[CH2:1]=O.[CH3:3][O:4][C:5]1[CH:18]=[CH:17][C:8]([CH2:9][CH2:10][NH:11][C:12]([CH3:16])([CH3:15])[CH2:13][OH:14])=[CH:7][CH:6]=1.Cl>C(O)=O>[CH3:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([CH2:9][CH2:10][N:11]([C:12]([CH3:15])([CH3:16])[CH2:13][OH:14])[CH3:1])=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 19775311HCID 19775311, compound

Product 1

HCID 19775325HCID 19775325, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

37% Aqueous formaldehyde solution (2.68 g) was added to a stirred solution of 2-(4-methoxyphenethylamino)-2-methylpropanol (3.35 g -- see Preparation 6) in formic acid (3.45 g) and the mixture was heated under reflux for 2.5 hours, acidified with 2M hydrochloric acid, washed with ether, basified with solid sodium hydroxide and extracted into ethyl acetate. The organic extract was dried over sodium sulphate and evaporated. The residue was triturated with hexane to give the title compound as a colourless solid (3.20 g, 90%), m.p. 40°.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 2.5 hours
  3. washwashed with ether
  4. extractionextracted into ethyl acetate
  5. extractionThe organic extract
  6. dry with materialwas dried over sodium sulphate
  7. customevaporated
  8. customThe residue was triturated with hexane

Sources & evidence

ORD record
ord-470cf9adf292465b8082c9061b3a49ab
Source dataset
uspto-grants-1993_03
Patent number
US05192765

Reaction notes

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