Water → [5-(5-thiophen-2-ylthiophen-2-yl)thiophen-2-yl]methanol

HRID 1289129Notes

Reaction equation

HRID 1289129 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][CH:17]=3)=[CH:11][CH:12]=2)=[CH:5][CH:4]=1)=[O:2].[BH4-].[Na+].O>C1COCC1>[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][CH:17]=3)=[CH:11][CH:12]=2)=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 962WaterHCID 454742(2,2':5',2''-Terthiophene)-5-carboxaldehydeHCID 4311764Sodium borohydride

Product 1

HCID 454740[5-(5-thiophen-2-ylthiophen-2-yl)thiophen-2-yl]methanolYield 97%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.5 g of 5-formyl-2,2':5',2"-terthiophene was dissolved in 20 ml of THF and stirred at room temperature, followed by adding 0.034 g of NaBH4 and stirred for 2 hours. After the reduction was completed, 50 ml of water was added. The solution was then extracted with chloroform, dried over anhydrous Na2SO4, filtered and condensed. The yellowish powder was thus obtained and the melting point thereof was 151°-152° C. (yield was 97%).

Workup

  1. stirringstirred for 2 hours
  2. extractionThe solution was then extracted with chloroform
  3. dry with materialdried over anhydrous Na2SO4
  4. filtrationfiltered
  5. customcondensed
  6. customThe yellowish powder was thus obtained
  7. customthereof was 151°-152° C.

Sources & evidence

ORD record
ord-01be9ea264c4438c8b99ffec4c119299
Source dataset
uspto-grants-1998_05
Patent number
US05747525

Reaction notes

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