4'-Chloro-2-hydroxy-5-methylbenzophenone → 3-(4-Chlorophenyl)-5-methyl-isoindole-1-carboxylic acid ethyl ester

HRID 66247Notes

Reaction equation

HRID 66247 reaction equation
C(OC(=O)[CH:5]([N:11]=[C:12]([C:24]1[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=1)[C:13]1[CH:18]=[C:17]([CH3:19])[CH:16]=[CH:15][C:14]=1OC(=O)C)[C:6]([O:8][CH2:9][CH3:10])=[O:7])C.ClC1C=CC(C(=O)C2C=C(C)C=CC=2O)=CC=1.ClC1C=CC(C(=N)C2C=C(C)C=CC=2O)=CC=1>>[CH2:9]([O:8][C:6]([C:5]1[NH:11][C:12]([C:24]2[CH:25]=[CH:26][C:27]([Cl:30])=[CH:28][CH:29]=2)=[C:13]2[C:14]=1[CH:15]=[CH:16][C:17]([CH3:19])=[CH:18]2)=[O:7])[CH3:10]

Participants

4

Reactant 3

HCID 2234854'-Chloro-2-hydroxy-5-methylbenzophenoneHCID 54289668{[2-Acetoxy-5-methyl-alpha-(4-chlorophenyl)benzyliden]-amino}malonic acid diethyl esterHCID 136388433HCID 136388433, compound

Product 1

HCID 541055063-(4-Chlorophenyl)-5-methyl-isoindole-1-carboxylic acid ethyl ester

Procedure

The starting material, {[2-acetoxy-5-methyl-α-(4-chlorophenyl)benzyliden]-amino}malonic acid diethyl ester (colorless crystals from heptane, melting point 82°-84° C.), can be prepared as described in Example 1 from 4'-chloro-2-hydroxy-5-methyl-benzophenone via 4'-chloro-2-hydroxy-5-methyl-benzophenone imine (orange crystals from ethanol, melting point 134°-136° C.).

Sources & evidence

ORD record
ord-89bea5c73d0b49a48ec81de8bf98aca7
Source dataset
uspto-grants-1978_12
Patent number
US04130717

Reaction notes

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