Sodium sulfate decahydrate → (4-(1-Aminoethyl)phenyl)methanol

HRID 2238665Notes

Reaction equation

HRID 2238665 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[NH2:7][CH:8]([C:10]1[CH:19]=[CH:18][C:13]([C:14](OC)=[O:15])=[CH:12][CH:11]=1)[CH3:9].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[NH2:7][CH:8]([C:10]1[CH:19]=[CH:18][C:13]([CH2:14][OH:15])=[CH:12][CH:11]=1)[CH3:9]

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 20134240Methyl 4-(1-aminoethyl)benzoateHCID 21226445Aluminium lithium hydride

Product 1

HCID 60127192(4-(1-Aminoethyl)phenyl)methanolYield 94.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To 5 mL of tetrahydrofuran solution containing 177.8 mg of lithium aluminum hydride, 3 mL of tetrahydrofuran solution containing 245 mg of methyl 4-(1-aminoethyl)benzoate (synthesized according to a method disclosed in page 115 in Pamphlet of International Publication WO 03/024,955) was added, and then stirred for 1 hour. Thereto, sodium sulfate decahydrate was added until there are no bubbles, and stirred overnight at room temperature. The mixture was filtered through celite, the filtrate was concentrated under reduced pressure, and 195 mg of [4-(1-aminoethyl)phenyl]methanol [115-1] was obtained as a colorless oily product.

Workup

  1. customsynthesized
  2. additionwas added
  3. stirringstirred overnight at room temperature
  4. filtrationThe mixture was filtered through celite
  5. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-f2aedef8c45347d6b42a3e2f9c244f38
Source dataset
uspto-grants-2010_05
Patent number
US07718801B2

Reaction notes

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