Hydrochloric Acid → HCID 86667830, compound

HRID 539107Notes

Reaction equation

HRID 539107 reaction equation
[CH2:1]([O:3][CH2:4][C@H:5]1[CH2:9][O:8]C(C2C=CC=CC=2)=[N:6]1)[CH3:2].[ClH:16]>>[ClH:16].[NH2:6][C@@H:5]([CH2:4][O:3][CH2:1][CH3:2])[CH2:9][OH:8]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 67033549HCID 67033549, compound

Product 1

HCID 86667830HCID 86667830, compoundYield 62%

Procedure

(S)-4-(ethoxymethyl)-2-phenyl-4,5-dihydrooxazole (909 mg, 4.43 mmol) was dissolved in 25 ml 4.0 M hydrochloric acid. The resulting solution was refluxed for 20 hours. After cooling to ambient temperature the mixture was filtered to remove the benzoic acid. The filtrate was extracted with ether, and the ether layer discarded. The aqueous layer was concentrated to afford (R)-2-amino-3-ethoxypropan-1-ol hydrochloride (425 mg, 62%) as a low-melting reddish solid.

Workup

  1. temperatureThe resulting solution was refluxed for 20 hours
  2. filtrationwas filtered
  3. customto remove the benzoic acid
  4. extractionThe filtrate was extracted with ether
  5. concentrationThe aqueous layer was concentrated

Sources & evidence

ORD record
ord-06c61cd5002841b5ac297ba5ede9795b
Source dataset
uspto-grants-2014_10
Patent number
US08865726B2

Reaction notes

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