Hydrochloric Acid → HCID 53845212, compound

HRID 1385083Notes

Reaction equation

HRID 1385083 reaction equation
[CH3:1][CH:2]([O:4][C:5]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:6]=1[CH2:7][C:8](C(O)=O)([C:14]([OH:16])=[O:15])[CH2:9]2)[CH3:3].Cl>CN1C(=O)CCC1>[CH3:3][CH:2]([O:4][C:5]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:6]=1[CH2:7][CH:8]([C:14]([OH:16])=[O:15])[CH2:9]2)[CH3:1]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54196325HCID 54196325, compound

Product 1

HCID 53845212HCID 53845212, compoundYield 41.5%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

A solution of 4-(2-propyl)oxyindan-2,2-dicarboxylic acid (11.5 g) in NMP (20 ml) was heated to 150° C. After a further 15 minutes, the solution was allowed to cool to room temperature, and was poured into aqueous hydrochloric acid (1500 ml, 1 M). This mixture was extracted with ethyl acetate (2×500 ml) and a standard workup gave 4-(2-propyl)oxyindan-2-carboxylic acid (3.98 g) as a dark brown solid, which was used without further purification.

Workup

  1. extractionThis mixture was extracted with ethyl acetate (2×500 ml)

Sources & evidence

ORD record
ord-9156cf877769468091dde653bcbcf338
Source dataset
uspto-grants-2001_07
Patent number
US06262087B1

Reaction notes

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