Cyclopropylamine → HCID 89875637, compound

HRID 59588Notes

Reaction equation

HRID 59588 reaction equation
[CH:1]1([NH2:4])[CH2:3][CH2:2]1.[Cl:5][C:6]1[CH:7]=[CH:8][C:9]([CH:14]([CH3:16])[CH3:15])=[C:10]([CH:13]=1)[CH:11]=O>CO>[Cl:5][C:6]1[CH:7]=[CH:8][C:9]([CH:14]([CH3:16])[CH3:15])=[C:10]([CH:11]=[N:4][CH:1]2[CH2:3][CH2:2]2)[CH:13]=1

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 661614675-Chloro-2-(1-methylethyl)benzaldehyde

Product 1

HCID 89875637HCID 89875637, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Cyclopropylamine (39.2 g, 0.69 mol) was added to a solution of 5-chloro-2-isopropylbenzaldehyde (II) (120 g, 0.65 mol, 99.6 GC-% by area) in methanol (1200 ml) and the mixture was stirred at room temperature for 2 hours. The solvent was subsequently removed under reduced pressure and N-[(5-chloro-2-isopropylphenyl)-methylene]cyclopropanamine (144 g, 99.2 GC-% by area, 98.5% of theory) was obtained as a light-yellow oil.

Workup

  1. customThe solvent was subsequently removed under reduced pressure

Sources & evidence

ORD record
ord-ee7a85942f9240e687a201ede8b70806
Source dataset
uspto-grants-2016_09
Patent number
US09440908B2

Reaction notes

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