Sodium Hydroxide → HCID 68541211, compound

HRID 1992944Notes

Reaction equation

HRID 1992944 reaction equation
[F:1][C:2]([F:18])([F:17])[CH:3]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:4][C:5]([O:7]CC)=[O:6].[OH-].[Na+]>C1COCC1.CCO>[F:1][C:2]([F:17])([F:18])[CH:3]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:4][C:5]([OH:7])=[O:6]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 68536721HCID 68536721, compound

Product 1

HCID 68541211HCID 68541211, compoundYield 100.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Ethyl ester (176) (1.08 g, 4.15 mmol) was saponified with 1 N NaOH in THF and EtOH to give 0.97 g (˜100%) of the title compound (177) as a yellow oil. 1H NMR (400 MHz, CDCl3): δ 2.41 (dd, J1=16.9 Hz, J2=5.8 Hz, 1H), 2.50-2.70 (m, 2H), 3.00-3.15 (m, 2H), 7.15-7.25 (m, 3H), 7.27-7.33 (m, 2H). LCMS (ESI): m/z 231 (M−H)−.

Sources & evidence

ORD record
ord-32da69e852fe411590a4ae750abfce79
Source dataset
uspto-grants-2010_01
Patent number
US07649093B2

Reaction notes

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