Sodium borohydride → HCID 86677699, compound

HRID 1499767Notes

Reaction equation

HRID 1499767 reaction equation
[C:1]([C:4]1[C:5]([O:17][CH2:18][CH3:19])=[C:6]([C:12]([CH3:16])=[C:13]([Cl:15])[CH:14]=1)[C:7]([NH:9][CH2:10][CH3:11])=[O:8])(=[O:3])[CH3:2].[BH4-].[Na+]>CO.O>[Cl:15][C:13]1[C:12]([CH3:16])=[C:6]([C:5]([O:17][CH2:18][CH3:19])=[C:4]([CH:1]([OH:3])[CH3:2])[CH:14]=1)[C:7]([NH:9][CH2:10][CH3:11])=[O:8]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 86677698HCID 86677698, compound

Product 1

HCID 86677699HCID 86677699, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

3-Acetyl-5-chloro-2-ethoxy-N-ethyl-6-methylbenzamide (0.2 g, 0.7 mmol) was treated with sodium tetrahydroborate (0.032 g, 0.84 mmol) in methanol (6 mL) at room temperature for 1 h. The mixture was diluted with water, extracted with dichloromethane. The combined organic layers were dried over MgSO4 and filtered, concentrated to give the desired product. LCMS calculated for C14H21ClNO3 (M+H)+: m/z=286.1; Found: 286.1.

Workup

  1. extractionextracted with dichloromethane
  2. dry with materialThe combined organic layers were dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-03dd0ba9ff3340f195349c9b23718af3
Source dataset
uspto-grants-2015_12
Patent number
US09199982B2

Reaction notes

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