Water → HCID 15572616, compound

HRID 1679980Notes

Reaction equation

S(O[CH2:6][CH2:7][NH:8][C:9](=[O:29])[CH:10]([OH:28])[CH:11]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[O:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[N+:19]([O-:21])=[O:20])(C)(=O)=O.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[N+:19]([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[O:12][CH:11]([CH:10]1[O:28][CH2:6][CH2:7][NH:8][C:9]1=[O:29])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([O-:21])=[O:20]

Participants

Conditions

Temperature: 50 °C

Procedure

To a solution of 4.24 g of N-(2-mesyloxyethyl)-3-phenyl-2-hydroxy-3-(2-nitro-phenoxy)-propionamide in 150 ml of DMF there was added 1.38 g of potassium carbonate. The stirred mixture was heated at 50° C. for 5 hours, then poured into water and extracted with ethyl acetate. The dehydrated organic extracts were evaporated to dryness and the residue was chromatographed on silica gel, to obtain 1.27 g of 2-[α-(2-nitro-phenoxy)-benzyl]-morpholin-3-one. Yield 38.6%.

Workup

extractionextracted with ethyl acetate
customThe dehydrated organic extracts were evaporated to dryness
customthe residue was chromatographed on silica gel

Sources & evidence

ORD record: ord-a527537be73148c8acce9b70b9388872
Source dataset: uspto-grants-1981_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04271160

Reaction notes

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