Methanol → HCID 10424430, compound

HRID 2165138Notes

Reaction equation

HRID 2165138 reaction equation
[CH3:1][C:2]1([CH3:20])[CH2:7][CH2:6][CH:5]=[C:4]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[C:10]([CH3:15])[CH:9]=2)[CH:3]1[C:16]([O:18][CH3:19])=[O:17].[BH4-].[Na+].C[OH:24]>CCOCC.O>[F:14][C:11]1[CH:12]=[CH:13][C:8]([C:4]2[CH:3]([C:16]([O:18][CH3:19])=[O:17])[C:2]([CH3:20])([CH3:1])[CH2:7][CH:6]([OH:24])[CH:5]=2)=[CH:9][C:10]=1[CH3:15]

Participants

6

Reactant 3

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 15125260HCID 15125260, compound

Product 1

HCID 10424430HCID 10424430, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution of 4a (13.7 g, 47.2 mmol) in 100 mL of methanol at 0°-5° C. was added NaBH4 (2.68 g, 70.9 mmol). The mixture was stirred for 1 hr, diluted with ether and H2O. The organic layer was washed with H2O and brine and dried (MgSO4). Removal of the volatiles in vacuo provided a quantitive yield of product which was taken forward without further purification.

Workup

  1. washThe organic layer was washed with H2O and brine
  2. dry with materialdried (MgSO4)
  3. customRemoval of the volatiles in vacuo
  4. customprovided a quantitive yield of product which
  5. customwas taken forward without further purification

Sources & evidence

ORD record
ord-ace9fc31d0634804b87001b8567fc34d
Source dataset
uspto-grants-1990_07
Patent number
US04939143

Reaction notes

Loading…