Sodium borohydride → 4-Tert-butyl-2-(5-hydroxymethylbenzofuran-2-yl)thiazole

HRID 487688Notes

Reaction equation

HRID 487688 reaction equation
[C:1]([C:5]1[N:6]=[C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([CH:19]=[O:20])=[CH:15][C:13]=3[CH:14]=2)[S:8][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[BH4-].[Na+]>CO>[C:1]([C:5]1[N:6]=[C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([CH2:19][OH:20])=[CH:15][C:13]=3[CH:14]=2)[S:8][CH:9]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 196038064-Tert-butyl-2-(5-formylbenzofuran-2-yl)thiazole

Product 1

HCID 190927534-Tert-butyl-2-(5-hydroxymethylbenzofuran-2-yl)thiazoleYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a cooled mixture of 4-tert-butyl-2-(5-formylbenzofuran-2-yl)thiazole (2.85 g) in methanol (28 ml), sodium borohydride (0.38 g) was added in small portions. After being stirred at the same temperature for 2 hours, the resulting solution was poured into ice-water. The resulting precipitates were collected by filtration and washed with water to give 4-tert-butyl-2-(5-hydroxymethylbenzofuran-2-yl)thiazole (2.87 g).

Workup

  1. additionwas added in small portions
  2. customThe resulting precipitates
  3. filtrationwere collected by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-0d6b6542c7e24beeb2fbd755ab36b99f
Source dataset
uspto-grants-1994_03
Patent number
US05296495

Reaction notes

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