Azepane → HCID 66777009, compound

HRID 1800869Notes

Reaction equation

HRID 1800869 reaction equation
[NH:1]1[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Br[CH2:9][CH2:10][O:11][CH3:12].C(=O)([O-])[O-].[K+].[K+]>CO>[CH3:12][O:11][CH:10]([N:1]1[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)[CH3:9]

Participants

5

Reactant 3

HCID 8119AzepaneHCID 11430Potassium CarbonateHCID 809722-Bromoethyl methyl ether

Product 1

HCID 66777009HCID 66777009, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-Methoxyethylazepane was obtained using procedure 1a, from azepane (10.7 g, 0.107 mol) in methanol (50 cm3), 1-bromo-2-methoxyethane (15.0 g, 0.107 mol) and potassium carbonate (15.0 g). After distillation in vacuo (42-44° C., 1.0 mmHg), 1-methoxyethylazepane was obtained as a colourless liquid in ca. 72% yield. δH (500.13 MHz, CDCl3) 3.6 (6H, m), 3.38 (3H, s), 2.68 (2H, t), 1.59 (8H, br m). ESI-MS: m/z=158 [M+H]+ (100). Calcd. for C9H19NO: 158.1545; found: 158.1535.

Workup

  1. distillationAfter distillation in vacuo (42-44° C., 1.0 mmHg)

Sources & evidence

ORD record
ord-f0ff81830a2442319809f429889335c3
Source dataset
uspto-grants-2013_01
Patent number
US08345407B2

Reaction notes

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