Hydrochloric Acid → (R)-1-(furan-2-yl)ethan-1-amine hydrochloride

HRID 245946Notes

Reaction equation

HRID 245946 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C@H:6]([NH:8][S@](C(C)(C)C)=O)[CH3:7].[ClH:15]>CO>[ClH:15].[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C@H:6]([NH2:8])[CH3:7]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 71288215HCID 71288215, compound

Product 1

HCID 86677926(R)-1-(furan-2-yl)ethan-1-amine hydrochlorideYield 124.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a round-bottomed flask, (S)-2-methyl-propane-2-sulfinic acid ((R)-1-furan-2-yl-ethyl)-amide (514 mg, 2.27 mmol) was dissolved in methanol 4 ml) and hydrogen chloride (4.0 M in 1,4-dioxane, 1.2 ml, 4.8 mmol) was added dropwise. The reaction mixture was stirred at room temperature for 15 min then concentrated to give 416 mg of (R)-1-furan-2-yl-ethylamine hydrochloride as a dark brown waxy solid which was used without further purification.

Workup

  1. additionwas added dropwise
  2. concentrationthen concentrated

Sources & evidence

ORD record
ord-49865523f4ee4d168a57a6dd3439b3f2
Source dataset
uspto-grants-2014_02
Patent number
US08658646B2

Reaction notes

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