Hydrochloric Acid → HCID 82656605, compound

HRID 931151Notes

Reaction equation

HRID 931151 reaction equation
[OH-].[Na+].[CH:3]1([C:6]2[O:7][CH:8]=[C:9]([C:11]3([C:14]([O:16]CC)=[O:15])[CH2:13][CH2:12]3)[N:10]=2)[CH2:5][CH2:4]1.Cl>O1CCCC1.O>[CH:3]1([C:6]2[O:7][CH:8]=[C:9]([C:11]3([C:14]([OH:16])=[O:15])[CH2:13][CH2:12]3)[N:10]=2)[CH2:4][CH2:5]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 89854328HCID 89854328, compound

Product 1

HCID 82656605HCID 82656605, compoundYield 86.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

An aqueous solution of sodium hydroxide (4N, 5 mL) was added to a solution of ethyl 1-(2-cyclopropyloxazol-4-yl)cyclopropanecarboxylate (200 mg, 0.9 mmol) in tetrahydrofuran and water (4 mL, 1:1). The reaction mixture was stirred at room temperature for 12 h. The mixture was acidified with an aqueous solution of hydrochloric acid (4N), extracted with ethyl acetate, dried and concentrated under reduced pressure to afford the title compound (150 mg). MS (ES+APCI) (M+H) 194.1; LCMS retention time: 3.515 min (Method Q1).

Workup

  1. extractionextracted with ethyl acetate
  2. customdried
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-0dc578c498364288a0c155c1f3dd55d2
Source dataset
uspto-grants-2016_03
Patent number
US09296745B2

Reaction notes

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