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Triethylamine → N-Indan-2-yl-N-propyl-propionamide

HRID 1683889
Notes
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Reaction equation

HRID 1683889 reaction equation
[C:1](Cl)(=[O:4])[CH2:2][CH3:3].[CH2:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][CH:7]1[NH:15][CH2:16][CH2:17][CH3:18].C(N(CC)CC)C.C(=O)([O-])[O-].[Na+].[Na+]>ClCCl>[CH2:8]1[C:9]2[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:6][CH:7]1[N:15]([CH2:16][CH2:17][CH3:18])[C:1](=[O:4])[CH2:2][CH3:3]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 10340Sodium CarbonateHCID 62324Propionyl chlorideHCID 17221237N-propyl-2,3-dihydro-1H-inden-2-amine

Product 1

HCID 19710204N-Indan-2-yl-N-propyl-propionamideYield 85%

Reagents, catalysts & solvents 1

HCID 6344
Dichloromethane
Solvent

Procedure

Propionic acid chloride (2 mL, 2.1 g, 23 mmol) was added dropwise to a solution of indan-2-yl-propylamine (4.0 g, 23 mmol) and triethyl amine in dichloromethane (50 mL). The reaction mixture was stirred at room temperature for 2 hours. Aqueous (10%) sodium carbonate was added and the mixture was shaken. The organic phase was dried (magnesium sulfate), filtered and evaporated to yield 4.5 g (85%) of the title compound as an oil.:

Workup

  1. stirringthe mixture was shaken
  2. dry with materialThe organic phase was dried (magnesium sulfate)
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-30dfbae7f2014d90a5899b10412f4cb5
Source dataset
uspto-grants-1997_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05639778

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes