5-Fluoro-indan-2-carboxylic acid methyl ester → 5-Fluoro-2,3-dihydro-1H-indene-2-carboxylic acid

HRID 1818021Notes

Reaction equation

HRID 1818021 reaction equation
C[O:2][C:3]([CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([F:14])[CH:11]=2)[CH2:6]1)=[O:4]>CC(O)=O>[F:14][C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][CH:9]=1)[CH2:6][CH:5]([C:3]([OH:4])=[O:2])[CH2:13]2

Participants

3

Reactant 1

HCID 669988455-Fluoro-indan-2-carboxylic acid methyl ester

Product 1

HCID 219861415-Fluoro-2,3-dihydro-1H-indene-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

5-fluoro-indan-2-carboxylic acid methyl ester in HOAc containing 20% HCl was hydrolyzed according to the protocols as outlined in general procedure G to give the desired title acid. Spectroscopic data: 1H NMR (300 MHz, DMSO-d6) δ 3.02-3.16 (m, 4H), 3.25-3.37 (m, 1H), 6.90-6.98 (m, 1H), 7.01-7.07 (m, 1H), 7.17-7.25 (m, 1H), 12.3 (br s, 1H).

Workup

  1. customto give the desired title acid

Sources & evidence

ORD record
ord-ddfbc5694e8c417f8db01d2b86b49283
Source dataset
uspto-grants-2009_10
Patent number
US07598417B2

Reaction notes

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