Benzoic acid, 2-[(1-ethyl-2-methyl-1H-indol-3-yl)carbonyl]- → Phthalide

HRID 1885134Notes

Reaction equation

HRID 1885134 reaction equation
[C:1]([C:4]1[CH:23]=[CH:22][CH:21]=[CH:20][C:5]=1[C:6](C1C2C(=CC=CC=2)N(CC)C=1C)=[O:7])(O)=[O:2].C(OC1C=CC=C(NCCCC)C=1NCCCC)CCC>C(OC(=O)C)(=O)C>[C:1]1([C:4]2[C:5](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:6][O:7]1)=[O:2]

Participants

4

Reactant 2

HCID 3084978Benzoic acid, 2-[(1-ethyl-2-methyl-1H-indol-3-yl)carbonyl]-HCID 57166215HCID 57166215, compound

Product 1

HCID 6885PhthalideYield 416.6%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A mixture of 7.7 g of 3-(2'-carboxybenzoyl)-1-ethyl-2-methylindole and 7.9 g of bis(n-butylamino)phenol n-butyl ether in 30 g of acetic anhydride is stirred for 1 hour at 80°-85° C. Working up as described in Example 1 gives 14 g of a phthalide of formula ##STR11## This amorphous compound has a softening point of 40° C. and develops at once a lightfast blue image on acid-modified clay.

Sources & evidence

ORD record
ord-ab629c7cd8ed418cb2bde327d28cba2f
Source dataset
uspto-grants-1992_09
Patent number
US05143892

Reaction notes

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