Diethyl Ether → HCID 20388046, compound

HRID 427112Notes

Reaction equation

HRID 427112 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][CH:6]=1.[N:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=1.CCOCC>C(#N)C>[Br-:1].[CH2:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:5]([CH2:4][CH2:3][CH2:2][N+:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=2)=[CH:6]1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 79634-MethylpyridineHCID 105378211H-Indene, 3-(3-bromopropyl)-

Product 1

HCID 20388046HCID 20388046, compoundYield 82.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 121 g (0.51 mole) of 3-(3-bromopropyl)indene (prepared as in Example 7) and 68 g (0.74 mole) of γ-picoline in 150 ml of acetonitrile is heated at reflux temperature overnight. A small amount of ether is added and the mixture let stand at room temperature for 3 hours, and then filtered. The solid collected is washed with ether and dried in vacuo to give 138 g (0.419 mole) of tan solid, mp 93°-123°.

Workup

  1. temperatureat reflux temperature overnight
  2. customat room temperature
  3. customfor 3 hours
  4. filtrationfiltered
  5. customThe solid collected
  6. washis washed with ether
  7. customdried in vacuo

Sources & evidence

ORD record
ord-73ce205572ac4ca29f6701932606ff58
Source dataset
uspto-grants-1979_10
Patent number
US04172945

Reaction notes

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