p-Methoxyphenylpropionic acid → HCID 68707558, compound

HRID 2376408Notes

Reaction equation

HRID 2376408 reaction equation
[CH3:1][C:2]1([CH3:22])[C@H:6]([C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][CH:8]=2)[C:5]2[C:14]([CH3:21])=[C:15]([NH2:20])[C:16]([CH3:19])=[C:17]([CH3:18])[C:4]=2[O:3]1.[CH3:23][O:24][C:25]1[CH:30]=[CH:29][C:28]([CH:31]([CH3:35])C(O)=O)=[CH:27][CH:26]=1.[C:36](OCC)(=[O:38])C.CCCCCC>>[CH3:23][O:24][C:25]1[CH:26]=[CH:27][C:28]([CH2:31][CH2:35][C:36]([NH:20][C:15]2[C:16]([CH3:19])=[C:17]([CH3:18])[C:4]3[O:3][C:2]([CH3:22])([CH3:1])[C@H:6]([C:7]4[CH:8]=[CH:9][C:10]([CH3:13])=[CH:11][CH:12]=4)[C:5]=3[C:14]=2[CH3:21])=[O:38])=[CH:29][CH:30]=1

Participants

4

Reactant 3

HCID 257576p-Methoxyphenylpropionic acidHCID 9814678HCID 9814678, compoundHCID 21226206Ethyl acetate hexane

Product 1

HCID 68707558HCID 68707558, compoundYield 21%

Procedure

Using (+)-(3R)-2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran-5-amine obtained in Reference Example 134 and-4-methoxyphenylpropionic acid, the title compound was synthesized in the same manner as in Reference Example 359. Yield 21%. Melting point: 170-172° C. (ethyl acetate-hexane).

Workup

  1. customobtained in Reference Example 134

Sources & evidence

ORD record
ord-119383f3f55c4259a3d9fe33eacc6d1d
Source dataset
uspto-grants-2008_12
Patent number
US07465815B2

Reaction notes

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