(S)-tert-butyl-5-(nitrooxy)hexanoate → (S)-5-(nitrooxy)hexanoic acid

HRID 1676010Notes

Reaction equation

HRID 1676010 reaction equation
C([O:5][C:6](=[O:16])[CH2:7][CH2:8][CH2:9][C@@H:10]([O:12][N+:13]([O-:15])=[O:14])[CH3:11])(C)(C)C>C(Cl)Cl>[N+:13]([O:12][C@@H:10]([CH3:11])[CH2:9][CH2:8][CH2:7][C:6]([OH:16])=[O:5])([O-:15])=[O:14]

Participants

3

Reactant 1

HCID 58231672(S)-tert-butyl-5-(nitrooxy)hexanoate

Product 1

HCID 58231663(S)-5-(nitrooxy)hexanoic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(S)-tert-butyl-5-(nitrooxy)hexanoate (590 mg, 2.53 mmol), was dissolved in CH2Cl2 (20 mL). HClgas was bubbled into the solution until the disappearance of the starting material. The solution was reduced to a small volume and diluted in CH2Cl2 few times to remove residual acidity, then used without further purification.

Workup

  1. customHClgas was bubbled into the solution until the disappearance of the starting material
  2. additiondiluted in CH2Cl2 few times
  3. customto remove residual acidity
  4. customused without further purification

Sources & evidence

ORD record
ord-484fde50b49a4e15a7d1d02cdd4e4e35
Source dataset
uspto-grants-2011_08
Patent number
US08003811B2

Reaction notes

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