Nitric Acid → Nitric acid--azepan-2-one (1/1)

HRID 1353130Notes

Reaction equation

HRID 1353130 reaction equation
[C:1]1(=[O:8])[NH:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N+:9]([O-:12])([OH:11])=[O:10]>O>[N+:9]([O-:12])([OH:11])=[O:10].[C:1]1(=[O:8])[NH:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 7768Caprolactam

Product 1

HCID 21102324Nitric acid--azepan-2-one (1/1)

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a 100 ml flask containing 11.32 g of ε-caprolactam (0.1 mol), 30 ml water was added and stirred for dissolution. 9.69 g of 65% nitric acid (0.1 mol) was added dropwise into the flask over 30 min at room temperature. Then the reaction was stirred for another 8 hours. Desired product was formed after water was removed under reduced pressure and dried at 110° C. under 1–5 mmHg for 1 hour. The white, moisture- and water-stable solid of caprolactam nitrate was obtained with a yield of 98.1%, which has a melting point of 40–42° C. No glass transition temperature was observed.

Workup

  1. additionwas added
  2. stirringThen the reaction was stirred for another 8 hours

Sources & evidence

ORD record
ord-9501e49063b0424a886fa45b70a4d881
Source dataset
uspto-grants-2007_05
Patent number
US07220869B2

Reaction notes

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