Hydrochloric Acid → HCID 57803257, compound

HRID 2367005Notes

Reaction equation

HRID 2367005 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2([OH:17])[CH2:16][CH2:15][C:10]3(OCC[O:11]3)[CH2:9][CH2:8]2)[N:2]=1.Cl>C1COCC1>[OH:17][C:7]1([C:3]2[N:2]=[N:1][CH:6]=[CH:5][CH:4]=2)[CH2:16][CH2:15][C:10](=[O:11])[CH2:9][CH2:8]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57803299HCID 57803299, compound

Product 1

HCID 57803257HCID 57803257, compoundYield 52.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To the product from step A (7.79 mmol, 1.84 g) in THF (15 mL) was added HCl (45 mmol, 15 mL). The reaction was stirred overnight and subsequently quenched using Na2CO3. The solution was then extracted using EtOAc (3×100 mL). The organic layers were combined, dried and concentrated in vacuo to afford the desired ketone (780 mg, 52%). MS (M+H)+ 193.1.

Workup

  1. customsubsequently quenched
  2. extractionThe solution was then extracted
  3. customdried
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a17f4613858f4c19970bfa149b3c4417
Source dataset
uspto-grants-2014_04
Patent number
US08697870B2

Reaction notes

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