Lithium borohydride → HCID 21914755, compound

HRID 869396Notes

Reaction equation

HRID 869396 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[C:8]([NH:11][C:12](=[O:16])[CH:13]([CH3:15])[CH3:14])[S:9][CH:10]=1)=O)C.[Li+].[BH4-]>C1COCC1>[C:12]([NH:11][C:8]1[S:9][CH:10]=[C:6]([CH2:4][OH:3])[N:7]=1)(=[O:16])[CH:13]([CH3:15])[CH3:14]

Participants

4

Reactant 2

HCID 4148881Lithium borohydrideHCID 21914754HCID 21914754, compound

Product 1

HCID 21914755HCID 21914755, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

11B (0.73 g, 3 mmol) was dissolved in THF (14 mL). To the solution was added LiBH4 (0.23 g, 10 mmol) in batches at room temperature. The reaction mixture was refluxed overnight, then quenched with 14 mL of anhydrous MeOH and concentrated to dryness. The residue was dissolved in dichloromethane and filtered. The filtrate was concentrated and dried to give a crude product 11C (0.48 g, 100% yield).

Workup

  1. temperatureThe reaction mixture was refluxed overnight
  2. customquenched with 14 mL of anhydrous MeOH
  3. concentrationconcentrated to dryness
  4. dissolutionThe residue was dissolved in dichloromethane
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated
  7. customdried

Sources & evidence

ORD record
ord-9fc6cc235f2d4b5d9850ea158d98f2e9
Source dataset
uspto-grants-2015_03
Patent number
US08969373B2

Reaction notes

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