Azepane → HCID 66778791, compound

HRID 1800870Notes

Reaction equation

HRID 1800870 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][CH2:12][CH2:13][O:14][CH3:15].C(=O)([O-])[O-].[K+].[K+]>CO>[CH3:15][O:14][CH2:13][CH2:12][O:11][CH2:10][CH2:9][N:1]1[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 8119AzepaneHCID 11430Potassium CarbonateHCID 1235321-Bromo-3,6-dioxaheptane

Product 1

HCID 66778791HCID 66778791, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

[2-(2-methoxyethoxy)ethyl]azepane was obtained using procedure 1a, from azepane (10.3 g, 0.103 mol) in methanol (50 cm3), 1-bromo-2-(2-methoxy-ethoxy)ethane (10.0 g, 0.103 mol) and potassium carbonate (16.0 g). After distillation in vacuo (66-68° C., 1.0 mmHg), [2-(2-methoxyethoxy)ethyl]azepane was obtained as a colourless liquid in ca. 65% yield. δH (500.13 MHz, CDCl3) 3.59 (6H, m), 3.38 (3H, s), 2.73 (2H, t), 2.68 (4H, m), 1.59 (8H, br m). ESI-MS: m/z=202 [M+H]+ (100). Calcd. for C11H23NO2: 202.1807; found: 202.1802.

Workup

  1. distillationAfter distillation in vacuo (66-68° C., 1.0 mmHg)

Sources & evidence

ORD record
ord-697150d3ccc043b889785bd4ae98f73a
Source dataset
uspto-grants-2013_01
Patent number
US08345407B2

Reaction notes

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