Methanesulfonic Acid → HCID 58815088, compound

HRID 520365Notes

Reaction equation

HRID 520365 reaction equation
CS(O)(=O)=O.C([O:13][CH2:14][C:15]1([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH2:20][CH2:19][C:18]([F:22])([F:21])[CH2:17][CH2:16]1)C1C=CC=CC=1>C(Cl)Cl>[F:21][C:18]1([F:22])[CH2:17][CH2:16][C:15]([CH2:14][OH:13])([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH2:20][CH2:19]1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 58815177HCID 58815177, compound

Product 1

HCID 58815088HCID 58815088, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Neat methanesulfonic acid (1.102 mL, 16.97 mmol) was added to a stirred solution of ethyl 1-((benzyloxy)methyl)-4,4-difluorocyclohexanecarboxylate (106 mg, 0.339 mmol) in DCM (2 mL) and the mixture was stirred at rt for 2 h. The reaction mixture was washed with water, satd. NaHCO3, brine and dried (MgSO4) to afford ethyl 4,4-difluoro-1-(hydroxymethyl)cyclohexanecarboxylate as an oil. 1H NMR (400 MHz, CHLOROFORM-d) δ 4.25 (q, J=7.3 Hz, 2H), 3.67 (s, 2H), 2.28-2.17 (m, 2H), 2.08-1.93 (m, 2H), 1.86-1.80 (m, 2H), 1.67-1.56 (m, 2H), 1.31 (t, J=1.0 Hz, 3H).

Workup

  1. washThe reaction mixture was washed with water
  2. dry with materialNaHCO3, brine and dried (MgSO4)

Sources & evidence

ORD record
ord-a057b5e78eaf48ccab5b3b342d57d770
Source dataset
uspto-grants-2016_05
Patent number
US09326973B2

Reaction notes

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