Chlorotrimethylsilane → HCID 21454773, compound

HRID 268305Notes

Reaction equation

O1CCNC1=O.C[Si](C)(C)Cl.[C:12]1([CH:18]2[O:22][C:21](=[O:23])[NH:20][CH2:19]2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[CH2:24]([Si:26]([CH2:30][CH3:31])([CH2:28][CH3:29])Cl)[CH3:25]>>[C:12]1([CH:18]2[O:22][C:21](=[O:23])[N:20]([Si:26]([CH2:30][CH3:31])([CH2:28][CH3:29])[CH2:24][CH3:25])[CH2:19]2)[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

Reactant 4

HCID 6397Chlorotrimethylsilane

HCID 13819Chlorotriethylsilane

HCID 739492-Oxazolidinone

HCID 202193Resedine

Product 1

HCID 21454773HCID 21454773, compound

Procedure

This example is performed in a similar way to example 1, with the 2-oxazolidinone and the trimethylchlorosilane being replaced by 5-phenyl-2-oxazolidinone (57.11 g; 0.35 mol) and triethylchlorosilane (63.3 g; 0.42 mol) respectively. Once the solvent has been evaporated off, the result is crude 5-phenyl-3-triethylsilyl-2-oxazolidinone with a virtually quantitative yield. By methanolysis 5-phenyl-2-oxazolidinone is obtained. Calculated: 69.33%; found: 69.05%.

Workup

customOnce the solvent has been evaporated off
customis obtained

Sources & evidence

ORD record: ord-c92492f2129945ea8310302a65966485
Source dataset: uspto-grants-1976_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03947465

Reaction notes

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