Sodium Hydroxide → 1447942-23-5

HRID 520366Notes

Reaction equation

HRID 520366 reaction equation
[OH-].[Na+].[F:3][C:4]1([F:17])[CH2:9][CH2:8][C:7]([CH2:15][OH:16])([C:10]([O:12]CC)=[O:11])[CH2:6][CH2:5]1>C1COCC1.CO>[F:3][C:4]1([F:17])[CH2:5][CH2:6][C:7]([CH2:15][OH:16])([C:10]([OH:12])=[O:11])[CH2:8][CH2:9]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 58815088HCID 58815088, compound

Product 1

HCID 866900871447942-23-5

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

1 N NaOH (0.994 mL, 0.994 mmol) was added to a solution of ethyl 4,4-difluoro-1-(hydroxymethyl)cyclohexanecarboxylate (73.6 mg, 0.331 mmol) in THF (1 mL) and MeOH (1 mL) and the mixture was stirred at rt for 3-4 h. The reaction mixture was acidified and extracted with EtOAC, washed with brine and dried (MgSO4). Evaporation of the solvent afforded Cap-6 as a beige solid. 1H NMR (400 MHz, CHLOROFORM-d) δ 3.74 (s, 2H), 2.30-2.20 (m, J=13.3 Hz, 2H), 2.13-1.85 (m, 4H), 1.71-1.60 (m, 2H).

Workup

  1. extractionextracted with EtOAC
  2. washwashed with brine
  3. dry with materialdried (MgSO4)
  4. customEvaporation of the solvent
  5. customafforded Cap-6 as a beige solid

Sources & evidence

ORD record
ord-11a31f1f487b4351a4bd1d538eee486c
Source dataset
uspto-grants-2016_05
Patent number
US09326973B2

Reaction notes

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