Phosphorus sulfide (P2S5) → HCID 57268042, compound

HRID 375689Notes

Reaction equation

HRID 375689 reaction equation
O=[C:2]1[CH:7]([CH2:8][CH3:9])[CH2:6][CH:5]([CH2:10][CH2:11][C:12]2[CH:24]=[CH:23][C:15]([C:16]([O:18][CH2:19][CH:20]([CH3:22])[CH3:21])=[O:17])=[CH:14][CH:13]=2)[CH2:4][N:3]1[C:25]([OH:27])=[O:26].P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:29]>O1CCCC1>[S:29]=[C:2]1[CH:7]([CH2:8][CH3:9])[CH2:6][CH:5]([CH2:10][CH2:11][C:12]2[CH:24]=[CH:23][C:15]([C:16]([O:18][CH2:19][CH:20]([CH3:22])[CH3:21])=[O:17])=[CH:14][CH:13]=2)[CH2:4][N:3]1[C:25]([OH:27])=[O:26]

Participants

4

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 57143738HCID 57143738, compound

Product 1

HCID 57268042HCID 57268042, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 3.75 g (10 mmol) of 4-(2-[2-oxo-3-ethylcarboxypiperidin-5-yl]ethyl)benzoic acid, 2,2-dimethylethyl ester and 2.44 g (5.5 mmol) of phosphorus pentasulfide in 70 mL of tetrahydrofuran is heated at 60° C. until complete conversion is obtained. The mixture is evaporated to a residue which is purified by chromatography on silica gel, providing 4-(2-[2-thioxo-3-ethylcarboxypiperidin-5-yl]ethyl)benzoic acid, 2,2-dimethylethyl ester.

Workup

  1. customis obtained
  2. customThe mixture is evaporated to a residue which
  3. customis purified by chromatography on silica gel

Sources & evidence

ORD record
ord-54b5f758384b405eb91bb5bf52cfcf5c
Source dataset
uspto-grants-1996_01
Patent number
US05486614

Reaction notes

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