Acetic Acid → 5,7-dichloro-2,3-dihydro-1H-indene-1-carboxylic acid

HRID 1508187Notes

Reaction equation

HRID 1508187 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([Cl:11])[CH:10]=1)C(C#N)[CH2:6][CH2:5]2.[CH3:14][C:15]([OH:17])=[O:16]>Cl>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([Cl:11])[CH:10]=1)[CH:14]([C:15]([OH:17])=[O:16])[CH2:6][CH2:5]2

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 712392435,7-dichloro-2,3-dihydro-1H-indene-1-carbonitrile

Product 1

HCID 712394675,7-dichloro-2,3-dihydro-1H-indene-1-carboxylic acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
100 °C

Procedure

A suspension of 5,7-dichloro-2,3-dihydro-1H-indene-1-carbonitrile (0.77 mmol) in 2 mL 25% HCl solution and 2 mL AcOH was heated to 100° C. for 5 h. At RT, the reaction was quenched with water and extracted with EtOAc (3×). The combined organic layers were dried over MgSO4 and concentrated in vacuo to give the desired compound as brown solid.

Workup

  1. customAt RT, the reaction was quenched with water
  2. extractionextracted with EtOAc (3×)
  3. dry with materialThe combined organic layers were dried over MgSO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-c421c3e9a55140abb077f9d1a00e03cd
Source dataset
uspto-grants-2015_12
Patent number
US09221832B2

Reaction notes

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