Water → (Dichloro-1,3-thiazol-5-yl)methanol

HRID 630045Notes

Reaction equation

HRID 630045 reaction equation
[Cl:1][C:2]1[S:3][C:4]([CH:8]=[O:9])=[C:5]([Cl:7])[N:6]=1.[BH4-].[Na+].O>CO>[Cl:1][C:2]1[S:3][C:4]([CH2:8][OH:9])=[C:5]([Cl:7])[N:6]=1

Participants

5

Procedure

To a 0° C. solution of 2,4-dichloro-1,3-thiazole-5-carbaldehyde (1.0 g, 5.5 mmol) in anhydrous methanol (45 mL) was added sodium borohydride (340 mg, 9.0 mmol). The reaction mixture was stirred at room temperature overnight. Water (50 mL) was added and the methanol was evaporated. The resultant mixture was extracted with EtOAc (2×50 mL). The organic extracts were combined, dried over MgSO4, filtered, evaporated, and dried in vacuo, to afford (2,4-dichloro-1,3-thiazol-5-yl)methanol (850 mg, 84% yield). The product was used without further purification.

Workup

  1. customthe methanol was evaporated
  2. extractionThe resultant mixture was extracted with EtOAc (2×50 mL)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customevaporated
  6. customdried in vacuo

Sources & evidence

ORD record
ord-e57dc53f11c4410ea0e66444a90427b6
Source dataset
uspto-grants-2016_04
Patent number
US09315521B2

Reaction notes

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