Potassium Iodide → HCID 21412235, compound

HRID 1578628Notes

Reaction equation

HRID 1578628 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:17]=[CH:16][C:15]2[C:18]3[C:8]=1[CH2:9][CH2:10][C:11]=3[CH:12]=[CH:13][C:14]=2[C:19](=[O:24])[CH2:20][CH2:21][CH2:22]Cl)=[O:6].[I-].[K+].[CH2:27]([NH:29][CH2:30][CH3:31])[CH3:28]>>[ClH:1].[ClH:1].[CH2:27]([N:29]([CH2:30][CH3:31])[CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:17]=[CH:16][C:15]2[C:18]3[C:8]=1[CH2:9][CH2:10][C:11]=3[CH:12]=[CH:13][C:14]=2[C:19](=[O:24])[CH2:20][CH2:21][CH2:22][N:29]([CH2:30][CH3:31])[CH2:27][CH3:28])=[O:6])[CH3:28]

Participants

4

Reactant 3

HCID 4875Potassium IodideHCID 8021DiethylamineHCID 214122471,20-Dichloro-5,13:11,16-dicycloprosta-5(13),6,8(12),11(16),14-pentaene-4,17-dione

Product 1

HCID 21412235HCID 21412235, compound

Conditions

Temperature
120 °C

Procedure

A mixture of 36.1 g (0.10 mole) of 3,6-bis(4-chlorobutyryl)acenaphthene, 2 g of potassium iodide, 100 ml of diethylamine and 100 ml of tetrhydrofuran is placed in a bomb and heated for 24 hours at 120°C. Upon cooling, the mixture is filtered and the filtrate evaporated to dryness. The cooled residue is dissolved in 300 ml of 10% hydrochloric acid, filtered and the acid filtrate made alkaline with a 20% sodium hydroxide solution. The resulting 3,6-bis[4-(diethylamino)butyryl]acenaphthene so obtained is filtered and subsequently recrystallized from a methanol-ethyl acetate solution.

Workup

  1. temperatureUpon cooling
  2. filtrationthe mixture is filtered
  3. customthe filtrate evaporated to dryness
  4. dissolutionThe cooled residue is dissolved in 300 ml of 10% hydrochloric acid
  5. filtrationfiltered

Sources & evidence

ORD record
ord-96460fdec35d4ae4a8ca0d5cd57c5468
Source dataset
uspto-grants-1976_02
Patent number
US03937842

Reaction notes

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