Lithium borohydride → HCID 10154341, compound

HRID 1267218Notes

Reaction equation

HRID 1267218 reaction equation
[O:1]=[C:2]1[N:6]2[CH:7]([C:12](OC)=[O:13])[CH2:8][CH2:9][CH2:10][CH2:11][C:5]2=[N:4][O:3]1.[BH4-].[Li+]>C1COCC1>[OH:13][CH2:12][CH:7]1[N:6]2[C:2](=[O:1])[O:3][N:4]=[C:5]2[CH2:11][CH2:10][CH2:9][CH2:8]1

Participants

4

Reactant 2

HCID 4148881Lithium borohydrideHCID 9859173HCID 9859173, compound

Product 1

HCID 10154341HCID 10154341, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Procedure

Ex-5) To a solution of the product of Example 4 in anhydrous THF was added lithium borohydride (21.5 mL, 43 mmol). This solution was stirred for 16 hours at 25° C. The lithium borohydride was quenched with methanol and the solvent was removed under reduced pressure. The residue was dissolved in ethyl acetate, washed twice with potassium hydrogen sulfate and twice with brine. The organic phase was dried over magnesium sulfate and all solvent was removed under reduced pressure to yield the title compound.

Workup

  1. customThe lithium borohydride was quenched with methanol
  2. customthe solvent was removed under reduced pressure
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washwashed twice with potassium hydrogen sulfate and twice with brine
  5. dry with materialThe organic phase was dried over magnesium sulfate
  6. customall solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-634779e88310400eacef373026081b34
Source dataset
uspto-grants-2003_04
Patent number
US06552052B2

Reaction notes

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