Triethylamine → HCID 19682531, compound

HRID 1828879Notes

Reaction equation

HRID 1828879 reaction equation
[NH2:1][N:2]1[CH2:7][CH2:6][O:5][CH2:4][CH2:3]1.C(N(CC)CC)C.[CH2:15]([S:19](Cl)(=[O:21])=[O:20])[CH2:16][CH2:17][CH3:18]>C(Cl)Cl>[CH2:15]([S:19]([NH:1][N:2]1[CH2:7][CH2:6][O:5][CH2:4][CH2:3]1)(=[O:21])=[O:20])[CH2:16][CH2:17][CH3:18]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 20315N-AminomorpholineHCID 754301-Butanesulfonyl chloride

Product 1

HCID 19682531HCID 19682531, compoundYield 81.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3.8 g of N-aminomorpholine (36.9 mmol) and 5.1 ml of triethylamine (3.7 g, 36.9 mmol) were dissolved at room temperature in 40 ml of methylene chloride. Again at room temperature 4.8 ml of n-butanesulfonyl chloride (5.8 g, 36.9 mmol) were added dropwise to this solution over the course of one hour. After 20 h of stirring at room temperature the reaction mixture was extracted by shaking twice with 50 ml of water and the organic phase was dried over magnesium sulphate and concentrated. The 6.7 g of crude product obtained were recrystallized from 30 ml of tert-butyl methyl ether. The constitution of the target compound was verified by NMR spectroscopy.

Workup

  1. extractionwas extracted
  2. stirringby shaking twice with 50 ml of water
  3. dry with materialthe organic phase was dried over magnesium sulphate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-e3bd6cdb45ed4042bedf132c88a253a6
Source dataset
uspto-grants-2006_06
Patent number
US07060817B2

Reaction notes

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