4-Nitrobenzyl chloride → HCID 20364548, compound

HRID 735048Notes

Reaction equation

HRID 735048 reaction equation
C(N(CC)CC)C.[OH:8][CH:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.[N+:15]([C:18]1[CH:25]=[CH:24][C:21]([CH2:22]Cl)=[CH:20][CH:19]=1)([O-:17])=[O:16]>ClCCl>[N+:15]([C:18]1[CH:25]=[CH:24][C:21]([CH2:22][C:9]2([OH:8])[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[CH:20][CH:19]=1)([O-:17])=[O:16]

Participants

5

Reactant 3

HCID 74824-Nitrobenzyl chlorideHCID 8471TriethylamineHCID 79341Piperidin-4-ol

Product 1

HCID 20364548HCID 20364548, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

137 mL (0.983 mol) of triethylamine is added to a solution of 41.5 g (0.410 mol) of 4-hydroxypiperidine in 500 mL of dichloromethane. Then 56.28 g (0.328 mol) of 4-nitrobenzylchloride is slowly added. The reaction mixture is boiled for 12 hours. The solid formed is suction filtered, the filtrate is washed twice with water and dried over magnesium sulfate. The solvent is evaporated down. Yield: 66.45 g (86% of theory); C12H16N2O3 (M=236.27); calc.: molecular ion peak (M+H)+: 237; found: molecular ion peak (M+H)+: 237.

Workup

  1. customThe solid formed
  2. filtrationfiltered
  3. washthe filtrate is washed twice with water
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent is evaporated down

Sources & evidence

ORD record
ord-4566e7567c104440878f769455b89b10
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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