Ethyl chloroformate → HCID 20231968, compound

HRID 2290228Notes

Reaction equation

HRID 2290228 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH2:6][CH2:5]2.Cl[C:13]([O:15][CH2:16][CH3:17])=[O:14]>N1C=CC=CC=1>[CH2:16]([O:15][C:13]([NH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH2:6][CH2:5]2)=[O:14])[CH3:17]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 3128905-amino-2,3-dihydro-1H-inden-1-one

Product 1

HCID 20231968HCID 20231968, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

5-Aminoindan-1-one was dissolved in the minimum of hot pyridine and the solution was cooled to 0° C. Ethyl chloroformate (1.2 mole equivalents) was added dropwise to the cold stirred solution which was then stirred for one hour at room temperature. Evaporation under reduced pressure and trituration of the residue with water afforded 5-ethoxycarbonylaminoindan-1-one, m.p. 181°-2° C. (from ethanol).

Workup

  1. customEvaporation under reduced pressure and trituration of the residue with water

Sources & evidence

ORD record
ord-aee8921eeccb4dc6a26d87e7f8dd2584
Source dataset
uspto-grants-1986_10
Patent number
US04616013

Reaction notes

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