Methanol → HCID 68886081, compound

HRID 1294120Notes

Reaction equation

HRID 1294120 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:7][C:8]([CH3:21])=[C:9]([CH2:11][O:12][C:13]2[CH:20]=[CH:19][C:16]([CH:17]=[O:18])=[CH:15][CH:14]=2)[N:10]=1.O1CCCC1.CO.[BH4-].[Na+]>O>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:7][C:8]([CH3:21])=[C:9]([CH2:11][O:12][C:13]2[CH:20]=[CH:19][C:16]([CH2:17][OH:18])=[CH:15][CH:14]=2)[N:10]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 867605054-[[2-(2-Furyl)-5-methyl-4-oxazolyl]methoxy]benzaldehyde

Product 1

HCID 68886081HCID 68886081, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 4-[[2-(2-furyl)-5-methyl-4-oxazolyl]methoxy]benzaldehyde (37.8 g), tetrahydrofuran (140 ml) and methanol (60 mL) was added sodium borohydride (2.53 g) under ice-cooling, and the mixture was stirred at room temperature for 1 hr. The reaction mixture was poured into iced water, and the precipitated solid was collected by filtration, and dried with air to give crystals (34.6 g, 91%) of [4-[[2-(2-furyl)-5-methyl-4-oxazolyl]methoxy]phenyl]methanol. Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 91-92° C.

Workup

  1. temperaturecooling
  2. filtrationthe precipitated solid was collected by filtration
  3. customdried with air

Sources & evidence

ORD record
ord-38c340548b7c45beb10ed85374ba77a7
Source dataset
uspto-grants-2007_07
Patent number
US07238716B2

Reaction notes

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