3-Methyleneisobenzofuran-1(3H)-one → HCID 13071261, compound

HRID 1902575Notes

Reaction equation

HRID 1902575 reaction equation
Cl[O:2][N:3]=[CH:4][C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:6]=1[Cl:12].[CH2:13]=[C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:16](=[O:17])[O:15]1>>[Cl:12][C:6]1[CH:7]=[C:8]([Cl:11])[CH:9]=[CH:10][C:5]=1[C:4]1[CH2:13][C:14]2([C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:16](=[O:17])[O:15]2)[O:2][N:3]=1

Participants

3

Reactant 2

HCID 100576273-Methyleneisobenzofuran-1(3H)-oneHCID 54354256HCID 54354256, compound

Product 1

HCID 13071261HCID 13071261, compound

Procedure

By a method similar to the procedure of Example 2, a reaction of 2,4-dichlorobenzaldehyde chlorooxime and 3-methylenephthalide was carried out. The solid collected from the reaction mixture afforded 12.2 g of the desired product after workup, and the ether solution gave 4 g of the desired product (yield 70.2%). Recrystallization from chloroform led to pure white crystals of the desired product, m.p. 158°-161° C.

Workup

  1. customThe solid collected from the reaction mixture

Sources & evidence

ORD record
ord-906eb48558ad4264b90477743bcc7688
Source dataset
uspto-grants-1982_12
Patent number
US04364768

Reaction notes

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