Ethylene carbonate → HCID 22036448, compound

HRID 493303Notes

Reaction equation

[C:1]([NH:4][C:5]1[CH:6]=[C:7]([OH:11])[CH:8]=[CH:9][CH:10]=1)(=[O:3])[CH3:2].C1(=O)O[CH2:15][CH2:14][O:13]1>>[C:1]([NH:4][C:5]1[CH:6]=[C:7]([CH:8]=[CH:9][CH:10]=1)[O:11][CH2:15][CH2:14][OH:13])(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 7303Ethylene carbonate

HCID 121243-Hydroxyacetanilide

Product 1

HCID 22036448HCID 22036448, compoundYield 99%

Procedure

The title product was prepared according to the procedure described in Example 114, Step 1, starting from 3-acetamidophenol (2.10 g, 13.9 mmol) and ethylene carbonate (0.88 g, 10 mmol). The crude product was purified by column chromatography on silica using toluene/EtOAc/MeOH (49:49:2). Oil; yield 99%. MS m/z 195 (M)+.

Workup

customThe crude product was purified by column chromatography on silica

Sources & evidence

ORD record: ord-f09fe8f4196245369d8c083955b931de
Source dataset: uspto-grants-2009_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07534794B2

Reaction notes

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