Sodium borohydride → HCID 21821162, compound

HRID 1875339Notes

Reaction equation

HRID 1875339 reaction equation
[I-].[CH3:2][N+:3]1[CH2:8][CH2:7][C:6]2[CH:9]=[CH:10][S:11][C:5]=2[C:4]=1[CH3:12].[BH4-].[Na+]>CO>[CH3:2][N:3]1[CH2:8][CH2:7][C:6]2[CH:9]=[CH:10][S:11][C:5]=2[CH:4]1[CH3:12]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 68590834HCID 68590834, compound

Product 1

HCID 21821162HCID 21821162, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 7.2 g (24 mmol) 6,7-dimethyl-4,5-dihydro-thieno[2,3-c]pyridinium iodide and 80 ml of methanol is mixed batchwise 1.87 g (49 mmol) NaBH4 while cooling with an ice bath (vigorous release of gas). The mixture is stirred for another 1.5 h, concentrated, mixed with sat. NaHCO3 solution and extracted 3× with methylene chloride. The organic phases are dried on NaSO4, filtered and concentrated.

Workup

  1. temperaturewhile cooling with an ice bath (vigorous release of gas)
  2. concentrationconcentrated
  3. additionmixed with sat. NaHCO3 solution
  4. extractionextracted 3× with methylene chloride
  5. customThe organic phases are dried on NaSO4
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-12e7451a4b9d44f4b2ca88fcf1719d21
Source dataset
uspto-grants-2012_11
Patent number
US08309542B2

Reaction notes

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