Diisopropylethylamine → HCID 20298347, compound

HRID 1389231Notes

Reaction equation

HRID 1389231 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][CH2:6][CH2:5]2.Br[CH2:12][CH2:13][CH2:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17].C(N(C(C)C)C(C)C)C>C(OCC)C>[CH2:7]1[C:8]2[C:4](=[CH:3][C:2]([NH:1][CH2:12][CH2:13][CH2:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:10][CH:9]=2)[CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 84580Ethyl 5-bromovalerateHCID 90496Indan-5-amine

Product 1

HCID 20298347HCID 20298347, compoundYield 55.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

13.3 g of 5-aminoindane, 23.0 g of ethyl 5-bromovalerate and 14.2 g of ethyl diisopropylamine are stirred together for 12 hours at 50°. After addition of diethyl ether thereto, the resulting precipitate is filtered off, the solvent is removed, and all volatile components are distilled off from the residue at 50° under a pressure of 10-2 mm Hg. The residue (which is left) is recrystallized from petrol ether to obtain 8.3 g (55.7% of theory) of ethyl 5-(indan-5-ylamino)valerate, MP 61° to 63°.

Workup

  1. filtrationthe resulting precipitate is filtered off
  2. customthe solvent is removed
  3. distillationall volatile components are distilled off from the residue at 50° under a pressure of 10-2 mm Hg
  4. waitThe residue (which is left)
  5. customis recrystallized from petrol ether

Sources & evidence

ORD record
ord-0d66a4e4beab4fe1b26bdad7a49f4c00
Source dataset
uspto-grants-1981_01
Patent number
US04243678

Reaction notes

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