Hydrogen Bromide → 1-[(2,3-Dihydro-1,4-benzodioxin-2-yl)methyl]-4-piperidinemethanamine dihydrobromide

HRID 579802Notes

Reaction equation

HRID 579802 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][CH:2]1[CH2:11][N:12]1[CH2:17][CH2:16][CH:15]([CH2:18][NH:19]C(=O)C)[CH2:14][CH2:13]1.[BrH:23]>O>[BrH:23].[BrH:23].[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][CH:2]1[CH2:11][N:12]1[CH2:13][CH2:14][CH:15]([CH2:18][NH2:19])[CH2:16][CH2:17]1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 14049038HCID 14049038, compound

Product 1

HCID 140490391-[(2,3-Dihydro-1,4-benzodioxin-2-yl)methyl]-4-piperidinemethanamine dihydrobromide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 2 parts of N-[[1-[(2,3-dihydro-1,4-benzodioxin-2-yl)methyl]-4-piperidinyl]methyl]acetamide, 15 parts of a hydrobromic acid solution 48% in water and 10 parts of water was stirred for 4 hours at reflux temperature. The reaction mixture was evaporated. The residue was crystallized from a mixture of ethanol and acetonitrile. The product was filtered off and dried, yielding 2 parts of 1-[(2,3-dihydro-1,4-benzodioxin-2-yl)methyl]-4-piperidinemethanamine dihydrobromide; mp. 235.3° C. (intermediate 90).

Workup

  1. temperatureat reflux temperature
  2. customThe reaction mixture was evaporated
  3. customThe residue was crystallized from a mixture of ethanol and acetonitrile
  4. filtrationThe product was filtered off
  5. customdried

Sources & evidence

ORD record
ord-833a9ea3ba2a464f8e115a83d1e03f2e
Source dataset
uspto-grants-1988_06
Patent number
US04749702

Reaction notes

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