Hydrochloric Acid → HCID 19863039, compound

HRID 845685Notes

Reaction equation

HRID 845685 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S:14]([NH2:17])(=[O:16])=[O:15])=[O:7].[BH4-].[Li+].O.Cl>O1CCCC1>[OH:7][CH:6]([C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S:14]([NH2:17])(=[O:15])=[O:16]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 4148881Lithium borohydrideHCID 13924250HCID 13924250, compound

Product 1

HCID 19863039HCID 19863039, compoundYield 99.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution, at room temperature, of 0.5 g of the product of Example 3 dissolved in 30 mL of dry tetrahydrofuran was added 0.1 g of lithium tetrahydridoborate (LiBH4). After stirring for 0.5 hour, 30 mL of water was carefully added following by acidification with concentrated hydrochloric acid. The reaction was extracted with methylene chloride, washed with water and brine and dried (MgSO4). Filtration and concentration of the filtrate in vacuo afforded 0.5 g of the subject compound as a light green oil which was used as such in the following example.

Workup

  1. extractionThe reaction was extracted with methylene chloride
  2. washwashed with water and brine
  3. dry with materialdried (MgSO4)
  4. filtrationFiltration and concentration of the filtrate in vacuo

Sources & evidence

ORD record
ord-627efbfb9ed948008576cdd2604e3d75
Source dataset
uspto-grants-1988_07
Patent number
US04759790

Reaction notes

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