Hydrochloric Acid → HCID 67999993, compound

HRID 1622905Notes

Reaction equation

HRID 1622905 reaction equation
FC(F)(F)C([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C@H:12]([OH:15])[CH2:13][CH3:14])=O.[ClH:18]>C(O)(C)C>[ClH:18].[NH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C@H:12]([OH:15])[CH2:13][CH3:14]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86659841HCID 86659841, compound

Product 1

HCID 67999993HCID 67999993, compoundYield 74.9%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

(R)—N-trifluoroacetyl-2-amino phenyl propanol (11.8 g, 0.0477 mol) prepared as above was dissolved in 100 ml of isopropanol. At a controlled temperature of <10 with ice bath, 70 ml of concentrated hydrochloric acid was added dropwise. The temperature was slowly raised to 40, and a reaction was allowed to proceed for 15 hours. The solvent was removed by evaporation under reduced pressure (water bath temperature <60), and benzene (100 ml×2) was added to remove water by azeotropism. Ethanol (120 ml×2) was then added for the azeotropism. A white solid was obtained by evaporation till dry. The solid was recrystallized with ethanol, and dried, to produce 6.7 g of (R)-2-amino phenyl propanol hydrochloride. The yield was 74.9%.

Workup

  1. temperatureThe temperature was slowly raised to 40
  2. customThe solvent was removed by evaporation under reduced pressure (water bath temperature <60), and benzene (100 ml×2)
  3. additionwas added
  4. customto remove water by azeotropism
  5. additionEthanol (120 ml×2) was then added for the azeotropism
  6. customA white solid was obtained by evaporation
  7. customtill dry
  8. customThe solid was recrystallized with ethanol
  9. customdried

Sources & evidence

ORD record
ord-8f490b4038d9498f8ad818daa8f72b4e
Source dataset
uspto-grants-2014_07
Patent number
US08778948B2

Reaction notes

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