Methanol → HCID 23118277, compound

HRID 1987777Notes

Reaction equation

HRID 1987777 reaction equation
[N+:1]([C:4]1[C:5]([CH3:21])=[C:6]2[C:11](=[C:12]([CH3:15])[C:13]=1[CH3:14])[O:10][C:9]([CH2:17][O:18][CH3:19])([CH3:16])[CH2:8][C:7]2=[O:20])([O-:3])=[O:2].CO.[BH4-].[Na+]>O>[N+:1]([C:4]1[C:5]([CH3:21])=[C:6]2[C:11](=[C:12]([CH3:15])[C:13]=1[CH3:14])[O:10][C:9]([CH2:17][O:18][CH3:19])([CH3:16])[CH2:8][CH:7]2[OH:20])([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 23118300HCID 23118300, compound

Product 1

HCID 23118277HCID 23118277, compoundYield 100.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

To 10 g of 6-nitro-2-methoxymethyl-2,5,7,8-tetramethylchroman-4-one, 100 ml of methanol was added and 1.3 g of sodium borohydride was added at 0° C., followed by stirring at 0° C. for one hour. The reaction solution was poured into water and then extracted with ethyl acetate. The organic layer was washed with saturated saline and then dried over anhydrous magnesium sulfate. After removing magnesium sulfate by filtration and concentrating under reduced pressure, 10.1 g of the objective compound was obtained.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated saline
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customAfter removing magnesium sulfate
  5. filtrationby filtration
  6. concentrationconcentrating under reduced pressure

Sources & evidence

ORD record
ord-4c243370f2b84c3eafab865e038e3359
Source dataset
uspto-grants-2009_06
Patent number
US07553837B2

Reaction notes

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