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Methanol → methyl (2S)-2,3-dihydro-1H-indole-2-carboxylate

HRID 2185701
Notes
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Reaction equation

HRID 2185701 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C@H:2]1[C:10]([OH:12])=[O:11].[CH3:13]O>S(=O)(=O)(O)O>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C@H:2]1[C:10]([O:12][CH3:13])=[O:11]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 887MethanolHCID 2733920Indoline-2-carboxylic acid, (S)-

Product 1

HCID 7020378methyl (2S)-2,3-dihydro-1H-indole-2-carboxylate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

Indoline-2(S)-carboxylic acid (10 g, 64 mmol) was refluxed in a mixture of methanol (50 ml) and sulphuric acid (8 ml) for 5 h. The solvent was removed to give the product in the form of an oil.

Workup

  1. customThe solvent was removed
  2. customto give the product in the form of an oil

Sources & evidence

ORD record
ord-e67c410ff18343e7a8bb2b621cca852e
Source dataset
uspto-grants-2002_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06403561B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes