Phosphorus oxide (P4O10) → HCID 66801970, compound

HRID 1844066Notes

Reaction equation

HRID 1844066 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([CH2:6][CH2:7][NH:8][C:9](=O)[O:10]CC)=[CH:4][C:3]=1[O:16][CH3:17].O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>O=P(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:15]=[C:14]2[C:5]([CH2:6][CH2:7][NH:8][C:9]2=[O:10])=[CH:4][C:3]=1[O:16][CH3:17]

Participants

4

Reactant 2

HCID 14812Phosphorus oxide (P4O10)HCID 66802280HCID 66802280, compound

Product 1

HCID 66801970HCID 66801970, compoundYield 55.5%

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Conditions

Temperature
110 °C

Procedure

Ethyl 4-chloro-3-methoxyphenethylcarbamate (I-86c: 500 mg, 1.7063 mmol) in POCl3 (10 mL) was reacted with P2O5 (484 mg, 3.41 mmol). The resulting mixture was stirred at 110° C. for 1 hour to afford the crude product. Purification by column chromatography on silica gel (2% methanol in CHCl3) afforded 200 mg of the product (55.5% yield).

Workup

  1. customto afford the crude product
  2. customPurification by column chromatography on silica gel (2% methanol in CHCl3)

Sources & evidence

ORD record
ord-6fd2bc18ded34b85b22262140b024901
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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