1-(2,3-Dihydrobenzo[1,4]dioxin-2-ylmethyl)-3-ethyl-piperidine-3-carboxylic acid ethyl ester → 1-[1-(2,3-Dihydrobenzo[1,4]dioxin-2-ylmethyl)-3-ethylpiperidin-3-yl]ethanone
Reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][CH:2]1[CH2:11][N:12]1[CH2:17][CH2:16][CH2:15][C:14]([C:19]([OH:22])([CH3:21])C)([CH3:18])[CH2:13]1.[CH2:23](OC(C1(CC)CCCN(CC2OC3C=CC=CC=3OC2)C1)=O)C.C[Mg]Br>>[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][CH:2]1[CH2:11][N:12]1[CH2:17][CH2:16][CH2:15][C:14]([C:19](=[O:22])[CH3:21])([CH2:18][CH3:23])[CH2:13]1Participants
4
Reactant 3
Product 1
Procedure
The procedure described for 2-[1-(2,3-dihydrobenzo[1,4]dioxin-2-ylmethyl)-3-methylpiperidin-3-yl]propan-2-ol was repeated except that 1-(2,3-dihydrobenzo[1,4]dioxin-2-ylmethyl)-3-ethylpiperidine-3-carboxylic acid ethyl ester was used as starting material and only one instead of three equivalents of methyl magnesium bromide was used.
Sources & evidence
- ORD record
- ord-2f77836f3f0346eea91feba27799b3df
- Source dataset
- uspto-grants-2014_04
- Patent number
- US08697723B2
Reaction notes
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