Hydrochloric Acid → 2-Amino-1-benzooxazol-2-yl-butan-1-one hydrochloride

HRID 1830161Notes

Reaction equation

HRID 1830161 reaction equation
[ClH:1].C(OC(=O)[NH:8][CH:9]([C:12]([C:14]1[O:15][C:16]2[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=2[N:18]=1)=[O:13])[CH2:10][CH3:11])(C)(C)C>O1CCOCC1.C(Cl)Cl>[ClH:1].[NH2:8][CH:9]([CH2:10][CH3:11])[C:12]([C:14]1[O:15][C:16]2[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=2[N:18]=1)=[O:13]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58826759[1-(Benzooxazole-2-carbonyl)-propyl]-carbamic acid tert-butyl ester

Product 1

HCID 220539252-Amino-1-benzooxazol-2-yl-butan-1-one hydrochloride

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

Hydrogen chloride in dioxane (1M, 1 ml) was added to a solution of, 1-(Benzooxazole-2-carbonyl)-propyl]-carbamic acid tert-butyl ester (2a) in dry methylene chloride (3 ml) and stirred at room temperature for 4 hrs. Concentration under reduced pressure gave the title compound as white solid (65 mg); 1H NMR (CDCl3) δ 0.99 (t, J=7.5 Hz, 3H), 2.20–2.05 (m, 2H), 4.96 (m, 1H), 7.58 (t, J=7.4 Hz, 1H), 7.69 (t, J=7.4 Hz, 1H), 7.94 (d, J=8.2 Hz, 1H), 8.04 (d, J=8.2 Hz, 1H), 8.75 (m, 3H); MS: 207(MH+).

Workup

  1. concentrationConcentration under reduced pressure

Sources & evidence

ORD record
ord-b5a7b47ac9b64da3aa4a6ab493f808f7
Source dataset
uspto-grants-2006_06
Patent number
US07064123B1

Reaction notes

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