Hydrochloric Acid → 2-Indancarboxylic Acid

HRID 275704Notes

Reaction equation

HRID 275704 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C:2]1(C(O)=O)[C:10]([OH:12])=[O:11].Cl.CCOCC>CN1C(=O)CCC1.O>[CH2:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH2:1][CH:2]1[C:10]([OH:12])=[O:11]

Participants

6

Conditions

Temperature
20 °C

Procedure

A solution of indane-2,2-dicarboxylic acid (17 g, Baeyer and Perkin, Ber. 1884, 17, 122) in NMP (200 ml) was heated to 150° C. for 1 hour. After cooling to 20° C. the solution was poured in water (300 ml) and concentrated hydrochloric acid was added to pH=1. Conventional work up with ether gave the title product (4.7 g). Mp 132-33° C. (from ether).

Sources & evidence

ORD record
ord-0215842fcffd408f99aae555007d42dc
Source dataset
uspto-grants-2002_03
Patent number
US06352988B2

Reaction notes

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