Hydrochloric Acid → 3-(2-Amino-3-hydroxypropoxy)-5-chloro-1,2-benzoisoxazole hydrochloride

HRID 1901597Notes

Reaction equation

HRID 1901597 reaction equation
C(OC([N:8]1[CH:12]([CH2:13][O:14][C:15]2[C:19]3[CH:20]=[C:21]([Cl:24])[CH:22]=[CH:23][C:18]=3[O:17][N:16]=2)[CH2:11][O:10]C1(C)C)=O)(C)(C)C.CC(O)C.Cl>C(Cl)(Cl)Cl.CO>[ClH:24].[NH2:8][CH:12]([CH2:11][OH:10])[CH2:13][O:14][C:15]1[C:19]2[CH:20]=[C:21]([Cl:24])[CH:22]=[CH:23][C:18]=2[O:17][N:16]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 23368515HCID 23368515, compound

Product 1

HCID 233684943-(2-Amino-3-hydroxypropoxy)-5-chloro-1,2-benzoisoxazole hydrochlorideYield 159.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6212ChloroformSolvent

Procedure

To a solution of 7.68 g of 3-[(3-tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)methoxy]-5-chloro-1,2-benzoisoxazole in 77 ml of chloroform and 77 ml of methanol is added 16 ml of a 2-propanol solution (7.5N) of hydrogen chloride at 20°-25° C., and they are subjected to reaction at the same temperature overnight. The crystals precipitated are collected by filtration, to obtain 4.47 g of 3-(2-amino-3-hydroxypropoxy)-5-chloro-1,2-benzoisoxazole hydrochloride.

Workup

  1. customthey are subjected to reaction at the same temperature overnight
  2. customThe crystals precipitated
  3. filtrationare collected by filtration

Sources & evidence

ORD record
ord-fec45d0eb8fb4bb68f3277a2155aee86
Source dataset
uspto-grants-1996_11
Patent number
US05578627

Reaction notes

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