3,3-dimethyl-N-(2,2,6,7-tetramethyl-3-oxo-2,3-dihydro-1-benzofuran-5-yl)butanamide → N-(3-Hydroxy-2,2,6,7-tetramethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide

HRID 2376545Notes

Reaction equation

HRID 2376545 reaction equation
[CH3:1][C:2]([CH3:22])([CH3:21])[CH2:3][C:4]([NH:6][C:7]1[C:8]([CH3:20])=[C:9]([CH3:19])[C:10]2[O:14][C:13]([CH3:16])([CH3:15])[C:12](=[O:17])[C:11]=2[CH:18]=1)=[O:5]>C1COCC1.CCCCCC>[OH:17][CH:12]1[C:11]2[CH:18]=[C:7]([NH:6][C:4](=[O:5])[CH2:3][C:2]([CH3:21])([CH3:1])[CH3:22])[C:8]([CH3:20])=[C:9]([CH3:19])[C:10]=2[O:14][C:13]1([CH3:16])[CH3:15]

Participants

3

Reactant 1

HCID 231138583,3-dimethyl-N-(2,2,6,7-tetramethyl-3-oxo-2,3-dihydro-1-benzofuran-5-yl)butanamide

Product 1

HCID 23114263N-(3-Hydroxy-2,2,6,7-tetramethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamideYield 92%

Reagents, catalysts & solvents 1

HCID 21883165Tetrahydrofuran hexaneSolvent

Procedure

Using 3,3-dimethyl-N-(2,2,6,7-tetramethyl-3-oxo-2,3-dihydro-1-benzofuran-5-yl)butanamide obtained in Reference Example 65, the title compound was synthesized in the same manner as in Example 234. Yield: 92%. Melting point: 184-185° C. (THF-hexane).

Workup

  1. customobtained in Reference Example 65

Sources & evidence

ORD record
ord-65fd8602062a4e20a39940ef3060d717
Source dataset
uspto-grants-2008_12
Patent number
US07465815B2

Reaction notes

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