Phosphorus oxide (P4O10) → HCID 64282065, compound

HRID 1843966Notes

Reaction equation

HRID 1843966 reaction equation
[F:1][C:2]([F:19])([F:18])[O:3][C:4]1[CH:17]=[CH:16][C:7]([CH2:8][CH2:9][NH:10][C:11](=O)[O:12]CC)=[CH:6][CH:5]=1.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>O=P(Cl)(Cl)Cl>[F:1][C:2]([F:19])([F:18])[O:3][C:4]1[CH:17]=[C:16]2[C:7]([CH2:8][CH2:9][NH:10][C:11]2=[O:12])=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 14812Phosphorus oxide (P4O10)HCID 66801869HCID 66801869, compound

Product 1

HCID 64282065HCID 64282065, compoundYield 4.1%

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Conditions

Temperature
110 °C

Procedure

Using an analogous procedure and workup as described for the preparation of intermediate I-1d above, ethyl 4-(trifluoromethoxy)phenethylcarbamate (I-51c: 3.2 g, 11.5523 mmol) in POCl3 (32 mL) was reacted with P2O5 (3.27 g, 23.104 mmol). The resulting mixture was stirred at 110° C. for 1 hour to afford the crude product. Purification by column chromatography on silica gel (1.5% methanol in DCM) afforded 110 mg of the product (4.1% yield).

Workup

  1. customworkup as described for the preparation of intermediate I-1d above
  2. customto afford the crude product
  3. customPurification by column chromatography on silica gel (1.5% methanol in DCM)

Sources & evidence

ORD record
ord-4f4c1eb0670f413e8cf505f92bd6e8d6
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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