Sodium Hydroxide → HCID 13208214, compound

HRID 1788817Notes

Reaction equation

HRID 1788817 reaction equation
Cl.[O:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[O:5][CH2:4][CH:3]1[CH2:12][NH:13][CH2:14][C:15]([C:17]1[CH:25]=[CH:24][C:20]2[O:21][CH2:22][O:23][C:19]=2[CH:18]=1)=[O:16].[OH-].[Na+].[BH4-].[Na+]>CO>[O:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[O:5][CH2:4][CH:3]1[CH2:12][NH:13][CH2:14][CH:15]([C:17]1[CH:25]=[CH:24][C:20]2[O:21][CH2:22][O:23][C:19]=2[CH:18]=1)[OH:16]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 30684411-(2H-1,3-Benzodioxol-5-yl)-2-{[(2,3-dihydro-1,4-benzodioxin-2-yl)methyl]amino}ethan-1-one--hydrogen chloride (1/1)HCID 4311764Sodium borohydride

Product 1

HCID 13208214HCID 13208214, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 15 ml of methanol is dissolved 1.0 g of 5-[2-{(1,4-benzodioxan-2-ylmethyl)amino}acetyl]-1,3-benzodioxole hydrochloride prepared according to the procedure described in Example 3 and the solution is neutralized with 2N sodium hydroxide. Thereafter, 100 mg of sodium borohydride is added and the mixture is stirred for 6 hours at room temperature. After completion of the reaction, the solvent is distilled off and the residue is dissolved in ethyl acetate and washed twice with saturated sodium chloride solution. After drying over anhydrous sodium sulfate, the solvent is distilled off and the residue is crystallized from water-alcohol to give 800 mg (89%) of 5-[2-{(1,4-benzodioxan-2-ylmethyl)amino}-1-hydroxyethyl]-1,3-benzodioxole.

Workup

  1. customprepared
  2. customAfter completion of the reaction
  3. distillationthe solvent is distilled off
  4. dissolutionthe residue is dissolved in ethyl acetate
  5. washwashed twice with saturated sodium chloride solution
  6. dry with materialAfter drying over anhydrous sodium sulfate
  7. distillationthe solvent is distilled off
  8. customthe residue is crystallized from water-alcohol

Sources & evidence

ORD record
ord-89aa6ffc9f4d4c8db3519910dae0cdda
Source dataset
uspto-grants-1987_08
Patent number
US04684739

Reaction notes

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