Ether, ethyl ethynyl → HCID 21919772, compound

HRID 1991038Notes

Reaction equation

HRID 1991038 reaction equation
[CH3:1][O:2][CH:3]1[CH2:8][CH2:7][CH:6]([C:9](Cl)=[O:10])[CH2:5][CH2:4]1.[CH2:12]([O:14][C:15]#[CH:16])[CH3:13]>>[CH2:15]([O:14][C:12]1[C:6]2([CH2:7][CH2:8][CH:3]([O:2][CH3:1])[CH2:4][CH2:5]2)[C:9](=[O:10])[CH:13]=1)[CH3:16]

Participants

3

Reactant 2

HCID 61239Ether, ethyl ethynylHCID 2759570HCID 2759570, compound

Product 1

HCID 21919772HCID 21919772, compound

Procedure

Was prepared from 4-methoxy cyclohexanecarbonyl chloride (10 g, 52.1 mmol) and ethoxyacetylene (7.5 g, 0.10 mol) according to the method of Intermediate 1 to give the title compound as an approx. 1:1 mixture of isomers, as a pale yellow oil (7.2 g, 34.4 mmol, 65%). δH (CDCl3, 300K) 4.81-4.79 (1H, s), 4.22-4.20 (2H q, J 7.1 Hz), 3.34-3.32 (3H, s), 3.31-3.22 (1H, m), 2.04-1.56 (8H, m), 1.44-1.43 (3H t, J 7.1 Hz); m/z (ES+, 70V) 211.0 (MH+).

Sources & evidence

ORD record
ord-378a9452a8c648b4ac7dc3d9030c2145
Source dataset
uspto-grants-2010_01
Patent number
US07645770B2

Reaction notes

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