Tert-Butyl hypochlorite → HCID 45268023, compound

HRID 2061039Notes

Reaction equation

HRID 2061039 reaction equation
[Cl:1]OC(C)(C)C.[Cl-:7].[NH2:8][C:9]([CH3:19])([CH3:18])[CH2:10][N+:11]1([CH3:17])[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1>CO>[Cl-:1].[Cl:7][N:8]([Cl:1])[C:9]([CH3:19])([CH3:18])[CH2:10][N+:11]1([CH3:17])[CH2:12][CH2:13][O:14][CH2:15][CH2:16]1

Participants

4

Reactant 2

HCID 521297Tert-Butyl hypochloriteHCID 67309791HCID 67309791, compound

Product 1

HCID 45268023HCID 45268023, compoundYield 13%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

tert-Butyl hypochlorite (0.49 mg, 4.5 mmol) was added to a stirred solution of 4-(2-amino-2-methylpropyl)-4-methylmorpholin-4-ium chloride (380 mg, 1.8 mmol) in methanol (25 ml) and stirred for 1 hour at room temperature. The reaction mixture was concentrated in vacuo, and purified by prep-HPLC to give 64 mg (13% yield) of 4-(2-(dichloroamino)-2-methylpropyl)-4-methylmorpholin-4-ium chloride. 1H NMR (D2O) δ 4.16-3.98 (m, 4 H), 3.86 (s, 2 H), 3.78-3.58 (m, 4 H), 3.43 (s, 3 H), 1.66 (s, 6H); MS (ESI+) calculated for C9H19Cl2N2O+: 241.09, Found: 241 (M+).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. custompurified by prep-HPLC

Sources & evidence

ORD record
ord-b1613362b87541a8a026ec68dc2257e1
Source dataset
uspto-grants-2012_10
Patent number
US08278482B2

Reaction notes

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