N-(2-ethyl-6-formylphenyl)-2-(9H-xanthen-9-yl)acetamide → N-[2-ethyl-6-(1-hydroxy-3-phenylpropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide

HRID 1734865Notes

Reaction equation

HRID 1734865 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH:9]=[O:10])[C:4]=1[NH:11][C:12](=[O:28])[CH2:13][CH:14]1[C:27]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[O:21][C:20]2[C:15]1=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH3:2].[CH2:29]([Mg]Br)[CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>>[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH:9]([OH:10])[CH2:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:4]=1[NH:11][C:12](=[O:28])[CH2:13][CH:14]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:20]=2[O:21][C:22]2[C:27]1=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH3:2]

Participants

3

Reactant 2

HCID 19966259N-(2-ethyl-6-formylphenyl)-2-(9H-xanthen-9-yl)acetamideHCID 178419670HCID 178419670, compound

Product 1

HCID 19966244N-[2-ethyl-6-(1-hydroxy-3-phenylpropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide

Procedure

Following a procedure similar to that described in Example 14, but using N-(2-ethyl-6-formylphenyl)-2-(9H-xanthen-9-yl)acetamide (prepared by a procedure similar to that described in Preparation 29) and phenethylmagnesium bromide as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained as crystals, melting at 128°-129° C. (after recrystallization from a mixture of ethyl acetate and hexane).

Workup

  1. customprepared by a procedure similar to

Sources & evidence

ORD record
ord-3fa1b81e853a4514aa0f5c14d0d1c30e
Source dataset
uspto-grants-1996_07
Patent number
US05534529

Reaction notes

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