Methanol → HCID 63078066, compound

HRID 1362765Notes

Reaction equation

HRID 1362765 reaction equation
C1COCC1.[H-].[H-].[H-].[H-].[Li+].[Al+3].Cl.[NH2:13][CH:14]([C:18]1[CH:23]=[C:22]([F:24])[C:21]([F:25])=[C:20]([F:26])[CH:19]=1)[C:15](O)=[O:16].CO>O>[NH2:13][CH:14]([C:18]1[CH:19]=[C:20]([F:26])[C:21]([F:25])=[C:22]([F:24])[CH:23]=1)[CH2:15][OH:16]

Participants

6

Reactant 4

HCID 887MethanolHCID 8028Tetrahydrofuran2×HCID 21226445Aluminium lithium hydrideHCID 66961734HCID 66961734, compound

Product 1

HCID 63078066HCID 63078066, compoundYield 79.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a THF suspension (10 mL) of LAH (641 mg), THF suspension (15 mL) of amino-(3,4,5-trifluorophenyl)acetic acid hydrochloric acid salt (933 mg) was added dropwise under cooling with ice. The reaction mixture was warmed to room temperature, and then agitated at room temperature for 7 hours. The reaction solution was once again cooled with ice, and methanol (4 mL) and water (2 mL) were consecutively added to the reaction solution. The insoluble matter formed in the reaction solution was filtered off by celite, and the insoluble matter was further washed with ether. The filtrate collected was dried over magnesium sulfate and the solvent was removed under reduced pressure to obtain 587 mg of the title compound. The physical properties of the compound are as follows.

Workup

  1. temperatureunder cooling with ice
  2. additionwere consecutively added to the reaction solution
  3. customThe insoluble matter formed in the reaction solution
  4. filtrationwas filtered off by celite
  5. washthe insoluble matter was further washed with ether
  6. customThe filtrate collected
  7. dry with materialwas dried over magnesium sulfate
  8. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-1e58c5904be7487c929193e4bd447231
Source dataset
uspto-grants-2011_02
Patent number
US07880009B2

Reaction notes

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