Phosphorus oxide (P4O10) → HCID 12581538, compound

HRID 1843840Notes

Reaction equation

HRID 1843840 reaction equation
C([O:3][C:4](=O)[NH:5][CH2:6][CH2:7][C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=1)C.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>O=P(Cl)(Cl)Cl>[C:4]1(=[O:3])[C:9]2[C:8](=[CH:17][CH:16]=[C:15]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]3=2)[CH2:7][CH2:6][NH:5]1

Participants

4

Reactant 2

HCID 14812Phosphorus oxide (P4O10)HCID 12581537HCID 12581537, compound

Product 1

HCID 12581538HCID 12581538, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Conditions

Temperature
110 °C

Procedure

Using an analogous procedure and workup as described in Example 1, step 4, (2-naphthalen-2-yl-ethyl)-carbamic acid ethyl ester (I-10c: 1.3 g, 5.349 mmol) in POCl3 (16 mL) was reacted with P2O5 (1.58 g, 11.205 mmol). The resulting mixture was stirred at 110° C. for 3 hours to afford the crude product. Purification by column chromatography on silica gel (20% ethylacetate in hexane) afforded 415 mg of the product (40% yield).

Workup

  1. customto afford the crude product
  2. customPurification by column chromatography on silica gel (20% ethylacetate in hexane)

Sources & evidence

ORD record
ord-4aa7eb0554de40baabca93989ca731fa
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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