Water → HCID 515701, compound

HRID 1578644Notes

Reaction equation

HRID 1578644 reaction equation
O.[OH-].[Na+].[OH:4][C:5]1[CH:6]=[CH:7][C:8]2[C:9]3[C:14]([C:15]4[C:20]=2[C:19]=1[CH:18]=[CH:17][CH:16]=4)=[CH:13][CH:12]=[C:11]([OH:21])[CH:10]=3.Cl.[N:23]1([CH2:29][CH2:30][CH2:31]Cl)[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1>C1(C)C=CC=CC=1>[N:23]1([CH2:29][CH2:30][CH2:31][O:4][C:5]2[CH:6]=[CH:7][C:8]3[C:9]4[C:14]([C:15]5[C:20]=3[C:19]=2[CH:18]=[CH:17][CH:16]=5)=[CH:13][CH:12]=[C:11]([O:21][CH2:31][CH2:30][CH2:29][N:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)[CH:10]=4)[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 79624N-(3-chloropropyl)piperidine hydrochlorideHCID 12546984Fluoranthene-3,9-diol

Product 1

HCID 515701HCID 515701, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To 200 ml of water containing 16.0 g (0.4 mole) of sodium hydroxide and 15.7 g (0.067 mole) of 3,9-dihydroxyfluoranthene are added 200 ml of toluene and 29.8 (0.15 mole) of 3-piperidinopropyl chloride hydrochloride and the heterogeneous reaction mixture is stirred at reflux for 24 hours. After cooling, the organic layer is washed with water, dried over magnesium sulfate, and concentrated in vacuo. The residue is crystallized from ether to give 3,9-bis(3-piperidinopropoxy)fluoranthene, M.P. 92°-93°C.

Workup

  1. temperatureat reflux for 24 hours
  2. temperatureAfter cooling
  3. washthe organic layer is washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe residue is crystallized from ether

Sources & evidence

ORD record
ord-efa69e2f1945429eb43ddefc5b3d666b
Source dataset
uspto-grants-1976_02
Patent number
US03937833

Reaction notes

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