Water → HCID 178443206, compound

HRID 1938751Notes

Reaction equation

HRID 1938751 reaction equation
Cl.[NH2:2][OH:3].C(N(CC)CC)C.[C:11](#[N:24])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23].O>C(O)C.O.C(O)C>[OH:3][NH:2][C:11](=[NH:24])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

Participants

7

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 12390TridecanenitrileHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 178443206HCID 178443206, compoundYield 26.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 19096565Water ethanolSolvent

Procedure

Hydroxylamine hydrochloride (0.90 g, 12.9 mmol) was added to a solution of triethylamine (1.79 mL, 12.9 mmol) in 50% ethanol/water (4 mL) and the mixture was stirred for 2 minutes. Tridecane nitrile (2.02 g, 10.4 mmol) in ethanol (10 mL) was added and the mixture refluxed for 2 hours, allowed to cool, and poured into water (50 mL). The precipitate was collected, stirred with hexanes, and filtered to yield a white solid (0.63 g, 26%). EI+ 229, 196, 85, 74.

Workup

  1. temperaturethe mixture refluxed for 2 hours
  2. temperatureto cool
  3. customThe precipitate was collected
  4. stirringstirred with hexanes
  5. filtrationfiltered

Sources & evidence

ORD record
ord-3582f245b08c4756bee1a4cf6acebbaf
Source dataset
uspto-grants-1997_12
Patent number
US05693657

Reaction notes

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