Phosphorus oxide (P4O10) → HCID 66803551, compound

HRID 1843921Notes

Reaction equation

HRID 1843921 reaction equation
C([O:3][C:4](=O)[NH:5][CH2:6][CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]([CH2:17][CH3:18])[CH:9]=1)C.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>O=P(Cl)(Cl)Cl>[CH2:17]([N:10]1[C:9]2[C:4](=[O:3])[NH:5][CH2:6][CH2:7][C:8]=2[C:16]2[C:11]1=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH3:18]

Participants

4

Reactant 2

HCID 14812Phosphorus oxide (P4O10)HCID 66803683HCID 66803683, compound

Product 1

HCID 66803551HCID 66803551, compoundYield 9%

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

[2-(1-Ethyl-1H-indol-3-yl)-ethyl]-carbamic acid ethyl ester (I-38e: 4.2 g, 16.09 mmol) in POCl3 (42 mL) was reacted with P2O5 (4.56 g, 32.183 mmol) at 120° C. for 1 hr to afford the crude product. Purification by column chromatography on silica gel (70% ethylacetate in hexane) afforded 0.310 g of the product (9% yield).

Workup

  1. customto afford the crude product
  2. customPurification by column chromatography on silica gel (70% ethylacetate in hexane)

Sources & evidence

ORD record
ord-69e1f4636bc446819563f4d991b9d16c
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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