Sodium borohydride → HCID 15838029, compound

HRID 1599516Notes

Reaction equation

HRID 1599516 reaction equation
[CH:1]([C:3]1[S:7][C:6]([C:8]2[S:9][C:10]([C:13]3[S:14][CH:15]=[CH:16][C:17]=3[CH2:18][OH:19])=[CH:11][CH:12]=2)=[CH:5][CH:4]=1)=[O:2].[BH4-].[Na+]>O1CCCC1>[OH:2][CH2:1][C:3]1[S:7][C:6]([C:8]2[S:9][C:10]([C:13]3[S:14][CH:15]=[CH:16][C:17]=3[CH2:18][OH:19])=[CH:11][CH:12]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 53644208HCID 53644208, compound

Product 1

HCID 15838029HCID 15838029, compoundYield 99.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 5-formyl-3"-hydroxymethyl-2,2 ':5',2"-terthiophene (60 mg) in tetrahydrofuran (5 ml) was added sodium borohydride (15 mg). The reaction mixture was stirred at room temperature for 40 minutes. Methanol was removed and water was added. The solution was extracted with ethyl acetate, washed with brine, dried over anhydrous magnesium sulfate and concentrated to give yellowish solid product (60 mg), melting point 93°-95° C.

Workup

  1. customMethanol was removed
  2. additionwater was added
  3. extractionThe solution was extracted with ethyl acetate
  4. washwashed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-1dcb4d496b2c40239a7717e73f142d0a
Source dataset
uspto-grants-1998_04
Patent number
US05741811

Reaction notes

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