Hydrochloric Acid → HCID 71257695, compound

HRID 2200816Notes

Reaction equation

HRID 2200816 reaction equation
O1[C:5]2([CH2:10][CH2:9][CH:8]([O:11][C:12]3[CH:17]=[C:16]([CH2:18][OH:19])[CH:15]=[C:14]([C:20]([F:23])([F:22])[F:21])[N:13]=3)[CH2:7][CH2:6]2)[O:4]CC1.Cl.O.C([O-])(O)=O.[Na+]>CC(C)=O>[OH:19][CH2:18][C:16]1[CH:15]=[C:14]([C:20]([F:22])([F:23])[F:21])[N:13]=[C:12]([O:11][CH:8]2[CH2:9][CH2:10][C:5](=[O:4])[CH2:6][CH2:7]2)[CH:17]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 516892Sodium BicarbonateHCID 71257562HCID 71257562, compound

Product 1

HCID 71257695HCID 71257695, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

[2-(1,4-Dioxaspiro[4.5]dec-8-yloxy)-6-(trifluoromethyl)pyridin-4-yl]methanol was dissolved in acetone (8 mL) and 10.0 M hydrogen chloride in water (1.5 mL, 15 mmol) was added. The reaction was stirred for 16 hours and LCMS analysis showed it was mostly complete. The reaction was neutralized with NaHCO3 and partitioned between EtOAc and water. The EtOAc extracts were washed with brine, dried and evaporated in vacuo. The crude product was used in the next reaction. MS (ES): 290 (M+1)

Workup

  1. custompartitioned between EtOAc and water
  2. washThe EtOAc extracts were washed with brine
  3. customdried
  4. customevaporated in vacuo
  5. customThe crude product was used in the next reaction

Sources & evidence

ORD record
ord-25f84c8a407f42b39b3bed6839f1937c
Source dataset
uspto-grants-2016_06
Patent number
US09359358B2

Reaction notes

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