Ethyl Acetate → HCID 66801674, compound

HRID 1843935Notes

Reaction equation

HRID 1843935 reaction equation
C([O:3][C:4](=O)[NH:5][CH:6]([CH3:18])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][CH:9]=1)C.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.C(OC(=O)C)C>O=P(Cl)(Cl)Cl.CCCCCC>[CH3:18][CH:6]1[CH2:7][C:8]2[C:13](=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][CH:9]=2)[C:4](=[O:3])[NH:5]1

Participants

6

Reactant 3

HCID 8857Ethyl AcetateHCID 14812Phosphorus oxide (P4O10)HCID 66807263HCID 66807263, compound

Product 1

HCID 66801674HCID 66801674, compoundYield 11.46%

Reagents, catalysts & solvents 2

HCID 8058HexaneSolventHCID 24813Phosphorus oxychlorideSolvent

Procedure

[1-Methyl-2-(4-trifluoromethyl-phenyl)-ethyl]-carbamic acid ethyl ester (I-43c: 420 mg, 1.525 mmol) in POCl3 (4.2 mL) was refluxed with P2O5 (433 mg, 3.05 mmol) at 110° C. for 2 hours to afford the crude product. The reaction was monitored by TLC (20% ethylacetate in hexane). Purification by column chromatography on silica gel (40% ethylacetate in hexane) afforded 40 mg of the product (11.46% yield).

Workup

  1. customto afford the crude product
  2. customPurification by column chromatography on silica gel (40% ethylacetate in hexane)

Sources & evidence

ORD record
ord-65ae6d57e9a8462d989e3b5018c6e3ba
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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