Sodium Sulfate → 1-Dodecylazepane

HRID 1656892

Reaction equation

HRID 1656892 reaction equation
[CH2:1]([N:13]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][C:14]1=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[H-].[Al+3].[Li+].[H-].[H-].[H-].S([O-])([O-])(=O)=O.[Na+].[Na+]>C(OCC)C>[CH2:1]([N:13]1[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 42981LaurocapramHCID 21226445Aluminium lithium hydride

Product 1

HCID 33661291-DodecylazepaneYield 93.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

56.2 g (0.2 mol) of 1-dodecylazacycloheptan-2-one in 100 ml diethyl ether was added dropwise to a suspension of 7.6 g (0.2 mol) lithium aluminum hydride in 100 ml diethyl ether under argon at room temperature. After 5 hours of stirring, 20 ml saturated sodium sulfate was added dropwise. The mixture was filtered and the filtrate was dried with magnesium sulfate, filtered and concentrated. The resulting oil was distilled (130°/.03 mm) to yield 50.03 g (93.5%) of 1-n-dodecylazacycloheptane.

Workup

  1. filtrationThe mixture was filtered
  2. dry with materialthe filtrate was dried with magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. distillationThe resulting oil was distilled (130°/.03 mm)

Sources & evidence

ORD record
ord-681c51e5d7724f08a6509f79fd097044
Source dataset
uspto-grants-1993_10
Patent number
US05256647

Linked notes

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