Ethanol → HCID 59479200, compound

HRID 450754Notes

Reaction equation

HRID 450754 reaction equation
[C:1]([O:5][C:6]1[CH:15]=[CH:14][C:9]([C:10](OC)=[O:11])=[CH:8][N:7]=1)([CH3:4])([CH3:3])[CH3:2].C(O)C.[BH4-].[Na+].CO>C(OCC)(=O)C.O>[C:1]([O:5][C:6]1[N:7]=[CH:8][C:9]([CH2:10][OH:11])=[CH:14][CH:15]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

7

Reactant 4

HCID 702EthanolHCID 887MethanolHCID 4311764Sodium borohydrideHCID 59478217HCID 59478217, compound

Product 1

HCID 59479200HCID 59479200, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
50 °C

Procedure

To a mixed liquid of 1191 mg of methyl 6-tert-butoxynicotinate and 35.7 ml of ethanol was slowly added 2153 mg of sodium borohydride, followed by stirring at 50° C. for 18 hours. After the addition of methanol, water and ethyl acetate were added thereto to carry out an extraction operation. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to obtain 0.949 g of (6-tert-butoxypyridin-3-yl)methanol.

Workup

  1. additionwere added
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6c2b73c1d3064fe78e32680da8837928
Source dataset
uspto-grants-2013_07
Patent number
US08486970B2

Reaction notes

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