HCID 3891206, compound → HCID 61054422, compound

HRID 1095317Notes

Reaction equation

HRID 1095317 reaction equation
[NH2:1][C:2]([C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1)([CH3:6])[C:3](O)=[O:4].[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[NH2:1][C:2]([C:7]1[CH:8]=[CH:9][C:10]([O:13][CH3:14])=[CH:11][CH:12]=1)([CH3:6])[CH2:3][OH:4]

Participants

4

Reactant 2

HCID 3891206HCID 3891206, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 61054422HCID 61054422, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 15.0 mmol of 2-amino-2-(4-methoxyphenyl)propionic acid [74279-63-3] in 15 ml of tetrahydrofuran is added dropwise to a suspension of 30.0 mmol of lithium aluminium hydride in 5 ml of tetrahydrofuran. The reaction mixture is heated to reflux for 1 hour. It is quenched with a little water and 1M NaOH and stirred at room temperature. The suspension is filtered through Hyflo. The filtrate is evaporated. The title compound is obtained as a pale yellowish oil, which may crystallize, and is employed without further purification in the next stage. Rt=1.97 (gradient I).

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureto reflux for 1 hour
  3. customIt is quenched with a little water and 1M NaOH
  4. filtrationThe suspension is filtered through Hyflo
  5. customThe filtrate is evaporated

Sources & evidence

ORD record
ord-74fbd8ccf9ba403b9cf272355cb2521f
Source dataset
uspto-grants-2012_03
Patent number
US08138176B2

Reaction notes

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