Water → HCID 54406124, compound

HRID 1599494Notes

Reaction equation

HRID 1599494 reaction equation
[CH3:1][O:2][CH:3]([O:18][CH3:19])[C:4](=[O:17])[CH:5]=[CH:6][C:7]1[S:11][C:10]([C:12]2[S:13][CH:14]=[CH:15][CH:16]=2)=[CH:9][CH:8]=1.[BH4-].[Na+].C(OCC)(=O)C.O>O1CCCC1>[CH3:19][O:18][CH:3]([O:2][CH3:1])[CH:4]([OH:17])[CH:5]=[CH:6][C:7]1[S:11][C:10]([C:12]2[S:13][CH:14]=[CH:15][CH:16]=2)=[CH:9][CH:8]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 4311764Sodium borohydrideHCID 53860328HCID 53860328, compound

Product 1

HCID 54406124HCID 54406124, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 5-(4,4-dimethoxy-3-oxo-1-butenyl)-2,2'-bithiophene (50 mg) in tetrahydrofuran (2.5 ml) was added sodium borohydride (10 mg). The reaction mixture was stirred at room temperature for 1 hour. Ethyl acetate and water was added for partition. The organic layer was dried over anhydrous magnesium sulfate, concentrated and separated by silica gel chromatography. Light greenish oily product was obtained.

Workup

  1. customfor partition
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated
  4. customseparated by silica gel chromatography
  5. customLight greenish oily product was obtained

Sources & evidence

ORD record
ord-edc9bbb221874a9993259547cefabff6
Source dataset
uspto-grants-1998_04
Patent number
US05741811

Reaction notes

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