Ethanol → HCID 59479200, compound

HRID 1747031Notes

Reaction equation

HRID 1747031 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-74afa53772514ea2a137a7732e0d9d13
Source dataset
uspto-grants-2015_10
Patent number
US09150541B2

Reaction notes

Loading…