Methanol → Methyl indane-2-carboxylate

HRID 22511

Reaction equation

HRID 22511 reaction equation
[C:1]([CH:4]1[CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5]1)([OH:3])=[O:2].[CH3:13]O>>[C:1]([CH:4]1[CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5]1)([O:3][CH3:13])=[O:2]

Participants

3

Reactant 2

HCID 887MethanolHCID 5757772-Indancarboxylic Acid

Product 1

HCID 9964238Methyl indane-2-carboxylate

Conditions

Temperature
0 °C

Procedure

Dissolve 2-carboxy-indan (2.5 g, 15.4 mmol) in methanol and cool to 0° C. Saturate with hydrochloride gas then add 2,2-dimethoxypropane (2-3 mL). Stir overnight then evaporate the solvent in vacuo. Purify by silica gel chromatography (2:1 methylene chloride/hexane) to give 2-carbomethoxy-indan as a water white oil. (2.04 g, 75%).

Workup

  1. concentrationSaturate with hydrochloride gas
  2. customthen evaporate the solvent in vacuo
  3. customPurify by silica gel chromatography (2:1 methylene chloride/hexane)

Sources & evidence

ORD record
ord-38f037c84c494d80b5396fab8d9bdc3b
Source dataset
uspto-grants-1995_06
Patent number
US05428158

Linked notes

Loading…