Methyl (8-methyl-8-azabicyclo[3.2.1]octan-3-ylidene)acetate → HCID 11268041, compound

HRID 1786286Notes

Reaction equation

HRID 1786286 reaction equation
CO[C:3](=[O:14])[CH:4]=[C:5]1[CH2:11][CH:10]2[N:12]([CH3:13])[CH:7]([CH2:8][CH2:9]2)[CH2:6]1.[CH2:15]([Mg]Cl)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[CH2:15]([C:3]([OH:14])([CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH:4]=[C:5]1[CH2:6][CH:7]2[N:12]([CH3:13])[CH:10]([CH2:9][CH2:8]2)[CH2:11]1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 13670649Methyl (8-methyl-8-azabicyclo[3.2.1]octan-3-ylidene)acetateHCID 178418336HCID 178418336, compound

Product 1

HCID 11268041HCID 11268041, compound

Procedure

The title compound was prepared from (8-methyl-8-aza-bicyclo[3.2.1]oct-3-ylidene)-acetic acid methyl ester and benzylmagnesium chloride by following the experimental procedures in Example 1 (31% yield): LCMS (ES) m/z 348 (M+H)+; 1H-NMR(CDCl3) δ 0.90 (m, 1H), 1.25 (m, 1H), 1.61 (m, 1H), 1.81 (m, 3H), 2.20 (s, 3H), 2.40 (m, 1H), 2.70 (m, 1H), 2.87 (m, 1H), 2.97 (m, 2H), 3.08 (m, 1H), 3.42 (s, 2H), 5.24 (s, 1H), 7.26 (m, 10H).

Sources & evidence

ORD record
ord-514af9cf31ba4887b680bf006359b56b
Source dataset
uspto-grants-2009_03
Patent number
US07507747B2

Reaction notes

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