Sodium Hydroxide → HCID 57827171, compound

HRID 1842174Notes

Reaction equation

HRID 1842174 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[F:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH2:19][CH2:18][CH2:17][CH2:16][C:15]=1[C:20](OCC)=[O:21].[OH-].[Na+].S([O-])([O-])(=O)=O.[Mg+2]>C1COCC1.O>[F:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH2:19][CH2:18][CH2:17][CH2:16][C:15]=1[CH2:20][OH:21]

Participants

7

Reactant 4

HCID 14798Sodium HydroxideHCID 24083Sulfuric acid magnesium salt (1:1)HCID 21226445Aluminium lithium hydrideHCID 57827608HCID 57827608, compound

Product 1

HCID 57827171HCID 57827171, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent2×

Procedure

Lithium aluminum hydride (1.90 g) was added to a recovery flask, and THF (300 mL) was added thereto in an ice bath. A solution of ethyl 2-(2-fluorophenyl)cyclohex-1-enecarboxylate obtained in Preparation Example 1-(2) (10.3 g) in THF (100 mL) was added dropwise to the reaction solution at the same temperature, and the mixture was stirred for one hour. Water (1.90 mL), a 5 N sodium hydroxide solution (1.90 mL) and water (5.70 mL) were sequentially added to the reaction solution. Anhydrous magnesium sulfate was further added, followed by extraction with ethyl acetate. The insoluble matter was separated by filtration and the filtrate was concentrated under reduced pressure to obtain the title compound (8.88 g).

Workup

  1. additionwas added dropwise to the reaction solution at the same temperature
  2. extractionfollowed by extraction with ethyl acetate
  3. customThe insoluble matter was separated by filtration
  4. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-4f99cb5f4ad34ff9acf187d812685950
Source dataset
uspto-grants-2015_02
Patent number
US08946210B2

Reaction notes

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