Sodium Sulfate → 1-Dodecylazepane

HRID 981454

Reaction equation

HRID 981454 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

56.2g (0.2 mol) of 1-dodecylazacycloheptan-2-one in 100ml diethyl ether was added dropwise to a suspension of 7.6g (0.2 mol) lithium aluminum hydride in 100ml diethyl ether under argon at room temperature. After 5 hours of stirring, 20ml 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°/0.03 mm) to yield 50.03g (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°/0.03 mm)

Sources & evidence

ORD record
ord-a4ab3fbc760d4c649a4daf7fb67026be
Source dataset
uspto-grants-1991_02
Patent number
US04992422

Linked notes

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