Ethyl Acetate → Ethyl (2E)-3-(4-(5-((3,3-dimethylbutanoyl)amino)-4,6,7-trimethyl-2,3-dihydro-1-benzofuran-3-yl)phenyl)acrylate

HRID 2376521Notes

Reaction equation

HRID 2376521 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[C:13]3[C:14]([CH3:28])=[C:15]([NH:20][C:21](=[O:27])[CH2:22][C:23]([CH3:26])([CH3:25])[CH3:24])[C:16]([CH3:19])=[C:17]([CH3:18])[C:12]=3[O:11][CH2:10]2)=[CH:5][CH:4]=1)=O.[C:29]([O:32][CH2:33][CH3:34])(=[O:31])[CH3:30]>>[CH3:24][C:23]([CH3:26])([CH3:25])[CH2:22][C:21]([NH:20][C:15]1[C:16]([CH3:19])=[C:17]([CH3:18])[C:12]2[O:11][CH2:10][CH:9]([C:6]3[CH:5]=[CH:4][C:3](/[CH:1]=[CH:30]/[C:29]([O:32][CH2:33][CH3:34])=[O:31])=[CH:8][CH:7]=3)[C:13]=2[C:14]=1[CH3:28])=[O:27]

Participants

3

Reactant 2

HCID 8857Ethyl AcetateHCID 23113872N-(3-(4-Formylphenyl)-4,6,7-trimethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide

Product 1

HCID 86612359Ethyl (2E)-3-(4-(5-((3,3-dimethylbutanoyl)amino)-4,6,7-trimethyl-2,3-dihydro-1-benzofuran-3-yl)phenyl)acrylateYield 81%

Procedure

Using N-(3-(4-formylphenyl)-4,6,7-trimethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide obtained in Example 174, the title compound was synthesized in the same manner as in Example 177. Yield: 81%. Melting point: 176-177° C. (ethyl acetate).

Sources & evidence

ORD record
ord-e585ee0f787144c183e8926eda58e826
Source dataset
uspto-grants-2008_12
Patent number
US07465815B2

Reaction notes

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