3-Phenoxybenzaldehyde → 6-(2-Methoxynaphthalen-1-yl)-1-(3-phenoxybenzyl)piperidin-2-one

HRID 594755Notes

Reaction equation

HRID 594755 reaction equation
[NH2:1][CH:2]([C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:13]=[CH:12][C:11]=1[O:20][CH3:21])[CH2:3][CH2:4][CH2:5][C:6]([O:8]C)=O.[O:22]([C:29]1[CH:30]=[C:31]([CH:34]=[CH:35][CH:36]=1)[CH:32]=O)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[CH3:21][O:20][C:11]1[CH:12]=[CH:13][C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:10]=1[CH:2]1[N:1]([CH2:32][C:31]2[CH:34]=[CH:35][CH:36]=[C:29]([O:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH:30]=2)[C:6](=[O:8])[CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 382843-PhenoxybenzaldehydeHCID 69082274Methyl 5-amino-5-(2-methoxynaphthalen-1-yl)pentanoate

Product 1

HCID 690835336-(2-Methoxynaphthalen-1-yl)-1-(3-phenoxybenzyl)piperidin-2-one

Procedure

Prepared according to general procedure 1 (GP1) using methyl 5-amino-5-(2-methoxynaphthalen-1-yl)pentanoate and commercially available 3-phenoxybenzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.99 min.; [M+H]+: 438.14 g/mol.

Workup

  1. customPrepared
  2. customSubsequent purification by preparative HPLC
  3. customafforded the target compound

Sources & evidence

ORD record
ord-3d55138d970b4e74809bb09139bb3794
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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