3-Methyl-2-butenoyl chloride → 3-Methyl-1-(3-phenyl-2,3-dihydro-1H-indol-1-yl)but-2-en-1-one

HRID 262300Notes

Reaction equation

HRID 262300 reaction equation
[C:1]1([CH:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[NH:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:16][C:17]([CH3:22])=[CH:18][C:19](Cl)=[O:20]>>[CH3:16][C:17]([CH3:22])=[CH:18][C:19]([N:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:8]1)=[O:20]

Participants

3

Reactant 2

HCID 1023943-Methyl-2-butenoyl chlorideHCID 109323533-phenyl-2,3-dihydro-1H-indole

Product 1

HCID 213204573-Methyl-1-(3-phenyl-2,3-dihydro-1H-indol-1-yl)but-2-en-1-oneYield 57.8%

Procedure

The procedure of Example 16 was repeated using 1.95 g of 3-phenylindoline and 1.5 g of 3,3-dimethylacryloyl chloride. In this way 1.6 g of the desired N-(3,3-dimethylacryloyl)-3-phenylindoline having a melting point of 97°-8° C. was obtained.

Sources & evidence

ORD record
ord-8de17edf8c17445fad75604336f83180
Source dataset
uspto-grants-1979_05
Patent number
US04153789

Reaction notes

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