Methanol → 4-[2-(2-Furyl)-5-methyl-4-oxazolylmethoxy]-3-methoxybenzyl alcohol

HRID 1070084Notes

Reaction equation

HRID 1070084 reaction equation
[BH4-].[Na+].[O:3]1[CH:7]=[CH:6][CH:5]=[C:4]1[C:8]1[O:9][C:10]([CH3:25])=[C:11]([CH2:13][O:14][C:15]2[CH:22]=[CH:21][C:18]([CH:19]=[O:20])=[CH:17][C:16]=2[O:23][CH3:24])[N:12]=1.CO.O>O1CCCC1>[O:3]1[CH:7]=[CH:6][CH:5]=[C:4]1[C:8]1[O:9][C:10]([CH3:25])=[C:11]([CH2:13][O:14][C:15]2[CH:22]=[CH:21][C:18]([CH2:19][OH:20])=[CH:17][C:16]=2[O:23][CH3:24])[N:12]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 4311764Sodium borohydrideHCID 223446304-[2-(2-Furyl)-5-methyl-4-oxazolylmethoxy]-3-methoxybenzaldehyde

Product 1

HCID 537700494-[2-(2-Furyl)-5-methyl-4-oxazolylmethoxy]-3-methoxybenzyl alcoholYield 101.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Sodium borohydride (825 mg) was added to a solution of 4-[2-(2-furyl)-5-methyl-4-oxazolylmethoxy]-3-methoxybenzaldehyde (6.84 g) in tetrahydrofuran (50 ml)-methanol (50 ml) at 0° C. After stirring for 1 hour, the reaction mixture was poured into water to give 4-[2-(2-furyl)-5-methyl-4-oxazolylmethoxy]-3-methoxybenzyl alcohol (6.98 g, yield 92%) as crystals.

Sources & evidence

ORD record
ord-7d704f388e6b4605bcccdd779cd933da
Source dataset
uspto-grants-2001_06
Patent number
US06251926B1

Reaction notes

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