Sodium borohydride → HCID 68412204, compound

HRID 1511617Notes

Reaction equation

HRID 1511617 reaction equation
[S:1]1[C:5]2[CH2:6][NH:7][CH2:8][CH2:9][C:10](=[O:11])[C:4]=2[CH:3]=[CH:2]1.[BH4-].[Na+]>CO>[S:1]1[C:5]2[CH2:6][NH:7][CH2:8][CH2:9][CH:10]([OH:11])[C:4]=2[CH:3]=[CH:2]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydride2×HCID 68409645HCID 68409645, compound

Product 1

HCID 68412204HCID 68412204, compoundYield 64.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2.1 g of 5,6,7,8-tetrahydrothieno-[2,3-c]azepin-4-one prepared in the step 5 in 20 mL of methanol was cooled with ice, 0.28 g of sodium borohydride was slowly added thereto and the mixture was stirred for 3 hours at room temperature. The reaction solution was slowly added to ice water so that an excess of sodium borohydride was decomposed and, after that, the reaction solution was subjected to extraction with diethyl ether. The organic layer was washed with a saturated solution of sodium chloride and dried over anhydrous magnesium sulfate and the solvent was evaporated therefrom in vacuo to give 1.37 g of the objective compound.

Workup

  1. additionwas slowly added
  2. extractionafter that, the reaction solution was subjected to extraction with diethyl ether
  3. washThe organic layer was washed with a saturated solution of sodium chloride
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-b8412dee34dc4e2592f456aee8625ed9
Source dataset
uspto-grants-2012_07
Patent number
US08217031B2

Reaction notes

Loading…