Hydrochloric Acid → HCID 57436798, compound

HRID 1642133Notes

Reaction equation

HRID 1642133 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]([S:9](Cl)(=[O:11])=[O:10])[CH:6]=[CH:7][CH:8]=1.[NH:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH:16]1[CH2:21][C:22]([OH:24])=[O:23].Cl>O1CCOCC1.[OH-].[Na+]>[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]([S:9]([N:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH:16]2[CH2:21][C:22]([OH:24])=[O:23])(=[O:11])=[O:10])[CH:6]=[CH:7][CH:8]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 27332503-(Trifluoromethyl)benzenesulfonyl chlorideHCID 3164325piperidin-2-ylacetic acid

Product 1

HCID 57436798HCID 57436798, compound

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideSolventHCID 312751,4-DioxaneSolvent2×

Procedure

A solution of 3-trifluoromethylbenzenesulfonic acid chloride (2.70 g, 11 mmol) in 1,4-dioxane (10 ml) was added slowly, in the course of 1 h, to a solution of 2-(piperidin-2-yl)acetic acid (1.43 g, 10 mmol) in 1,4-dioxane (5 ml) and 1 N sodium hydroxide solution (22 ml). The mixture was then stirred for 4.5 h at room temperature, then acidified with 1 N hydrochloric acid and subsequently extracted with DCM (3×60 ml). The combined organic phases were dried over sodium sulfate and concentrated in vacuo.

Workup

  1. extractionsubsequently extracted with DCM (3×60 ml)
  2. dry with materialThe combined organic phases were dried over sodium sulfate
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3ef67bcf30bc4c89925476dc2e82237f
Source dataset
uspto-grants-2012_02
Patent number
US08119633B2

Reaction notes

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