Sodium Hydroxide → HCID 10366304, compound

HRID 1883285Notes

Reaction equation

HRID 1883285 reaction equation
C([O:3][C:4](=[O:34])/[C:5](/[F:33])=[C:6](\[CH3:32])/[CH:7]=[CH:8]/[C:9](/[F:31])=[C:10](\[C:13]1[C:22]([O:23][CH2:24][CH2:25][CH3:26])=[CH:21][C:20]2[C:19]([CH3:28])([CH3:27])[CH2:18][CH2:17][C:16]([CH3:30])([CH3:29])[C:15]=2[CH:14]=1)/[CH2:11][CH3:12])C.[OH-].[Na+]>CCO>[F:33]/[C:5](=[C:6](/[CH3:32])\[CH:7]=[CH:8]\[C:9](\[F:31])=[C:10](/[C:13]1[C:22]([O:23][CH2:24][CH2:25][CH3:26])=[CH:21][C:20]2[C:19]([CH3:28])([CH3:27])[CH2:18][CH2:17][C:16]([CH3:30])([CH3:29])[C:15]=2[CH:14]=1)\[CH2:11][CH3:12])/[C:4]([OH:34])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86759480(2Z,4E,6E)-2,6-Difluoro-3-methyl-7-(5,5,8,8-tetramethyl-3-propoxy-5,6,7,8-tetrahydro-naphthalen-2-yl)-nona-2,4,6-trienoic acid ethyl ester2×

Product 1

HCID 10366304HCID 10366304, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Following General Procedure E and using (2Z,4E,6E)-2,6-difluoro-3-methyl-7-(5,5,8,8-tetramethyl-3-propoxy-5,6,7,8-tetrahydro-naphthalen-2-yl)-nona-2,4,6-trienoic acid ethyl ester (Compound 26, 80 mg, 0.17 mmol), 1M NaOH (0.51 mL), and EtOH (2 mL) at 40° C. for overnight followed by flash colulmn chromatography on silica gel (10%→50% EtOAc-hexane), the title compound was obtained as a yellow solid (54 mg, 72%).

Workup

  1. customat 40° C.
  2. customfor overnight

Sources & evidence

ORD record
ord-22b1b349edf64781afdc77a395a236b6
Source dataset
uspto-grants-2004_07
Patent number
US06759547B1

Reaction notes

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