Sodium borohydride → HCID 21284013, compound

HRID 2232589Notes

Reaction equation

HRID 2232589 reaction equation
[Br:1][CH2:2][C:3](=[O:13])[CH2:4][C:5]([NH:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])=[O:6].[BH4-].[Na+]>C(COC)OC>[Br:1][CH2:2][CH:3]([OH:13])[CH2:4][C:5]([NH:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])=[O:6]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 21284015HCID 21284015, compound

Product 1

HCID 21284013HCID 21284013, compound

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Conditions

Temperature
0 °C

Procedure

1.5 g Methyl 2-(4-bromo-3-oxobutanamido)acetate is dissolved in 15 ml dimethoxyethane. The solution is cooled to 0° C. and 60 mg NaBH4 is added. After 5 min, the solvent is evaporated in vacuo and the residue is chromatographed on silica, eluting with ethyl acetate. The title compound is obtained as a white powder, m.p. 60°-61° C.

Workup

  1. customthe solvent is evaporated in vacuo
  2. customthe residue is chromatographed on silica
  3. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-6b1a047dc0254b9a820817fba88e447a
Source dataset
uspto-grants-1988_11
Patent number
US04788300

Reaction notes

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