Benzyloxyamine hydrochloride → HCID 72311086, compound

HRID 1158515Notes

Reaction equation

HRID 1158515 reaction equation
[OH:1][CH:2]1[CH2:9][C:5]2[S:6][CH:7]=[CH:8][C:4]=2[C:3]1=O.Cl.[CH2:12]([O:19][NH2:20])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>N1C=CC=CC=1>[CH2:12]([O:19][N:20]=[C:3]1[C:4]2[CH:8]=[CH:7][S:6][C:5]=2[CH2:9][CH:2]1[OH:1])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 102312Benzyloxyamine hydrochlorideHCID 59511550HCID 59511550, compound

Product 1

HCID 72311086HCID 72311086, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 5-hydroxy-5,6-dihydro-cyclopenta[b]thiophen-4-one (33.4 g, 0.216 mol) in pyridine (300 mL) was added O-benzylhydroxylamine hydrochloride (38.3 g, 0.240 mol) and the mixture was stirred at room temperature over weekend. The mixture was evaporated under reduced pressure and co-evaporated two times with toluene. Ethyl acetate was added and the organic phase was washed with 5% citric acid and brine. The organic phase was dried with sodium sulphate and evaporated under reduced pressure. Yield. 55.1 g=98%

Workup

  1. customThe mixture was evaporated under reduced pressure
  2. additionEthyl acetate was added
  3. washthe organic phase was washed with 5% citric acid and brine
  4. dry with materialThe organic phase was dried with sodium sulphate
  5. customevaporated under reduced pressure
  6. customYield

Sources & evidence

ORD record
ord-62cb48f6cb8b4631bd6c3f0cf1c791eb
Source dataset
uspto-grants-2010_10
Patent number
US07807677B2

Reaction notes

Loading…