m-Chloroperbenzoic acid → HCID 58230158, compound

HRID 2092704Notes

Reaction equation

HRID 2092704 reaction equation
[CH:1]1([C:4]2[CH:9]=[CH:8][C:7]([N:10]3[CH2:14][CH2:13][C:12]4([CH2:19][CH2:18][C:17](=[CH2:20])[CH2:16][CH2:15]4)[C:11]3=[O:21])=[CH:6][CH:5]=2)[CH2:3][CH2:2]1.ClC1C=CC=C(C(OO)=[O:30])C=1.C([O-])(O)=O.[Na+]>C(Cl)Cl>[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([N:10]3[CH2:14][CH2:13][C:12]4([CH2:15][CH2:16][C:17]5([O:30][CH2:20]5)[CH2:18][CH2:19]4)[C:11]3=[O:21])=[CH:8][CH:9]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 58230035HCID 58230035, compound

Product 1

HCID 58230158HCID 58230158, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 0.251 g (0.89 mmol) 2-(4-cyclopropyl-phenyl)-8-methylene-2-aza-spiro[4.5]decan-1-one in 3 mL DCM was added at 0° C. to a solution of 0.157 g (0.91 mmol) m-chloroperbenzoic acid and 0.098 mg (1.1 mmol) NaHCO3 in 3 mL DCM and allowed to stir to room temperature and continued for another hour at room temperature. The mixture was poured onto water and extracted with DCM. The combined organic phases were dried with MgSO4, filtered and evaporated. The title compound (0.312 g) was used in the consecutive step without further purification. MS (m/e): 298.8 [MH+].

Workup

  1. waitcontinued for another hour at room temperature
  2. additionThe mixture was poured onto water
  3. extractionextracted with DCM
  4. dry with materialThe combined organic phases were dried with MgSO4
  5. filtrationfiltered
  6. customevaporated
  7. customThe title compound (0.312 g) was used in the consecutive step without further purification

Sources & evidence

ORD record
ord-a311c285c1bb43ff95089617d54be99f
Source dataset
uspto-grants-2013_05
Patent number
US08440710B2

Reaction notes

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