Methanol → Methyl indoline-2-carboxylate

HRID 750429Notes

Reaction equation

[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[C:10]([OH:12])=[O:11].S(Cl)(Cl)=O.[CH3:17]O>>[CH3:17][O:11][C:10]([CH:2]1[CH2:3][C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[NH:1]1)=[O:12]

Participants

Reactant 3

HCID 887Methanol

HCID 24386Thionyl Chloride

HCID 86074Indoline-2-carboxylic acid

Product 1

HCID 2794655Methyl indoline-2-carboxylate

Procedure

Racemic indoline-2-carboxylic acid, as a starting material of Reaction Scheme 1, is dissolved in methanol and then the reaction is conducted under the slow addition of thionyl chloride to obtain racemic indoline-2-carboxylic acid methyl ester.

Sources & evidence

ORD record: ord-2d6db8ccbb6341e7b831a7cb95f1a027
Source dataset: uspto-grants-2008_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07405070B2

Reaction notes

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