Triethylamine → Chloride

HRID 2414179Notes

Reaction equation

HRID 2414179 reaction equation
[ClH:1].[NH2:2][CH2:3][CH2:4][CH2:5][C:6]1[C:11]2[CH:12]=[C:13]([O:16][CH3:17])[CH:14]=[CH:15][C:10]=2[O:9][CH2:8][CH:7]=1.BrBr.C(N(CC)CC)C>C(OCC)(=O)C>[Cl-:1].[ClH:1].[CH3:17][O:16][C:13]1[CH:14]=[CH:15][C:10]2[O:9][CH2:8][CH:7]3[NH:2][CH2:3][CH2:4][CH:5]=[C:6]3[C:11]=2[CH:12]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 24408BromineHCID 14151575100746-87-0

Product 2

HCID 312ChlorideHCID 14151577HCID 14151577, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a suspension of 20 g of 4-(3-aminopropyl)-6-methoxy-2H-[1]-benzopyran hydrochloride in 200 ml of ethyl acetate is added 12.5 g of bromine at room temperature. After 15 minutes at room temperature 24 g of triethylamine is added and the reaction mixture is refluxed for 2 hours. After washing with water and drying the solvent is removed in vacuo. The residue chloride to afford 9-methoxy-2,3,4a,5-tetrahydro-4H-[1]-benzopyrano[3,4-b]pyridine hydrochloride, m.p. 285°-286°.

Workup

  1. temperaturethe reaction mixture is refluxed for 2 hours
  2. washAfter washing with water
  3. customdrying the solvent
  4. customis removed in vacuo

Sources & evidence

ORD record
ord-0bac85fd7f9346e5a36bd4b8176626d7
Source dataset
uspto-grants-1988_01
Patent number
US04721787

Reaction notes

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