Sodium Hydroxide → HCID 9824133, compound

HRID 1883284Notes

Reaction equation

HRID 1883284 reaction equation
C([O:3][C:4](=[O:33])/[C:5](/[F:32])=[C:6](\[CH3:31])/[CH:7]=[CH:8]/[C:9](/[F:30])=[C:10](\[C:13]1[C:22]([O:23][CH2:24][CH3:25])=[CH:21][C:20]2[C:19]([CH3:27])([CH3:26])[CH2:18][CH2:17][C:16]([CH3:29])([CH3:28])[C:15]=2[CH:14]=1)/[CH2:11][CH3:12])C.[OH-].[Na+]>CCO>[CH2:24]([O:23][C:22]1[C:13](/[C:10](/[CH2:11][CH3:12])=[C:9](/[F:30])\[CH:8]=[CH:7]\[C:6](\[CH3:31])=[C:5](/[F:32])\[C:4]([OH:33])=[O:3])=[CH:14][C:15]2[C:16]([CH3:28])([CH3:29])[CH2:17][CH2:18][C:19]([CH3:26])([CH3:27])[C:20]=2[CH:21]=1)[CH3:25]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86759482HCID 86759482, compound2×

Product 1

HCID 9824133HCID 9824133, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Following General Procedure E and using (2Z,4E,6E)-7-(-3-ethoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-2,6-difluoro-3-methyl-nona-2,4,6-trienoic acid ethyl ester (Compound 25, 81 mg, 0.18 mmol), 1M NaOH (0.53 mL), and EtOH (2 mL) at 40° C. for overnight followed by flash column chromatography on silica gel (10%→50% EtOAc-hexane), the title compound was obtained as a yellow solid (46 mg, 61%).

Workup

  1. customat 40° C.
  2. customfor overnight

Sources & evidence

ORD record
ord-01ac1cc8617a4fb4a6eead640e665937
Source dataset
uspto-grants-2004_07
Patent number
US06759547B1

Reaction notes

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