1-Propanol → HCID 13783234, compound

HRID 2248363Notes

Reaction equation

HRID 2248363 reaction equation
[NH2:1][C@H:2]([C:10]([OH:12])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.S(Cl)([Cl:15])=O.[CH2:17](O)[CH2:18][CH3:19]>>[ClH:15].[CH2:17]([O:11][C:10](=[O:12])[C@H:2]([CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[NH2:1])[CH2:18][CH3:19]

Participants

4

Reactant 3

HCID 10311-PropanolHCID 6140L-Phenylalanine2×HCID 24386Thionyl Chloride

Product 1

HCID 13783234HCID 13783234, compoundYield 99%

Conditions

Temperature
50 °C

Procedure

A suspension of 2.0 g of L-phenylalanine in 30 ml of n-propyl alcohol was heated to 50° C., 3.5 ml of thionyl chloride added thereto, and the reaction then continued for 5 hours until the L-phenylalanine crystals were dissolved. After completion of the reaction, the mixture was concentrated under a reduced pressure to obtain crude crystals. These crystals were then recrystallized from a solvent mixture of methanol-ether to give 2.93 g of L-phenyl alanine n-propyl ester hydrochloride as colorless crystals (yield: 99%).

Workup

  1. customthe reaction
  2. dissolutionwere dissolved
  3. customAfter completion of the reaction
  4. concentrationthe mixture was concentrated under a reduced pressure
  5. customto obtain crude crystals
  6. customThese crystals were then recrystallized from a solvent mixture of methanol-ether

Sources & evidence

ORD record
ord-4f33f1f0b3c240398deee06d1ed3c02e
Source dataset
uspto-grants-1991_08
Patent number
US05039696

Reaction notes

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