Sodium Thiosulfate → HCID 83646766、化合物

反応式

C1C(=O)N([Br:8])C(=O)C1.[CH:9]1([C:15]([O:17][CH3:18])=[O:16])[CH2:14][CH2:13][CH2:12][CH:11]=[CH:10]1.[O-]S([O-])(=S)=O.[Na+].[Na+].C([O-])(O)=O.[Na+].C1COCC1.[OH2:36]>>[Br:8][CH:10]1[C:11](=[O:36])[CH2:12][CH2:13][CH2:14][CH:9]1[C:15]([O:17][CH3:18])=[O:16]

参加物

反応物 5

HCID 24477Sodium Thiosulfate

HCID 67184N-bromobutanimide

HCID 516892Sodium Bicarbonate

HCID 11007985Methyl cyclohex-2-ene-1-carboxylate

HCID 21881883Oxolane--water (1/1)

生成物 1

HCID 83646766HCID 83646766、化合物

実験手順

At 0° C., NBS (9.08 g, 51.0 mmol) was added to a soln. of methyl cyclohex-2-enecarboxylate (5.96 g, 42.5 mmol) [Bioorg. Med. Chem. 1999, 7, 1505-1511.] in THF/H2O (500 mL, 9:1). The mixture was allowed to warm to RT and stirred for 2 h. Subsequently, aq. sat. Na2S2O3 and aq. sat. NaHCO3 were added and the mixture was conc. in vacuo. The residue was partitioned between EtOAc and aq. sat. NaHCO3. The org. layer was washed multiple times with aq. sat. NaHCO3 and brine, dried over MgSO4, and conc. in vacuo.