Methanol → HCID 23130655, compound

HRID 2080050Notes

Reaction equation

HRID 2080050 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[S:7]1[CH:11]=[CH:10][CH:9]=[C:8]1[CH2:12][O:13][C:14]1[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=1.CO.[Cl-].[NH4+]>O1CCCC1.O>[S:7]1[CH:11]=[CH:10][CH:9]=[C:8]1[CH2:12][O:13][C:14]1[CH:21]=[CH:20][C:17]([CH2:18][NH2:19])=[CH:16][CH:15]=1

Participants

7

Reactant 4

HCID 887MethanolHCID 25517Ammonium ChlorideHCID 21226445Aluminium lithium hydrideHCID 23130401HCID 23130401, compound

Product 1

HCID 23130655HCID 23130655, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

In addition, to a solution of lithium aluminum hydride (220 mg, 5.80 mmol) in tetrahydrofuran (2.5 mL) was added a solution of the resulting 4-(thiophene-2-ylmethoxy)-benzonitrile (500 mg, 2.32 mmol) in tetrahydrofuran (1 mL) on an ice bath, and the solution was stirred at room temperature for 4 hours. A mixture solvent of methanol and water (9:1) was added to the reaction solution, an aqueous solution of saturated ammonium chloride was further added, the solution was extracted with ethyl acetate, dried over anhydrous magnesium sulfate, then, the solvent was evaporated to obtain the title compound (415 mg, 82%) as a colorless solid.

Workup

  1. extractionthe solution was extracted with ethyl acetate
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customthe solvent was evaporated

Sources & evidence

ORD record
ord-d9225aeac4254e4f8224f0508f3ea8e2
Source dataset
uspto-grants-2011_04
Patent number
US07932272B2

Reaction notes

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