m-Chloroperbenzoic acid → HCID 88088784, compound

HRID 1634729Notes

Reaction equation

HRID 1634729 reaction equation
[Si:1]([O:18][C:19]1[CH:26]=[CH:25][C:22](C=O)=[C:21]([Cl:27])[CH:20]=1)([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClC1C=CC=C([C:35]([O:37]O)=[O:36])C=1>C(Cl)(Cl)Cl.C(Cl)Cl>[CH:35]([O:37][C:22]1[CH:25]=[CH:26][C:19]([O:18][Si:1]([C:14]([CH3:17])([CH3:15])[CH3:16])([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:20][C:21]=1[Cl:27])=[O:36]

Participants

5

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 85805408HCID 85805408, compound

Product 1

HCID 88088784HCID 88088784, compoundYield 81.9%

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6344DichloromethaneSolvent

Procedure

4-{[t-butyl(diphenyl)silyl]oxy}-2-chlorobenzaldehyde (11.00 g, 28 mmol) was dissolved in CHCl3 (150 ml). In one portion m-chloroperbenzoic acid (MCPBA) (7.21 g, 41.8 mmol) was added and the solution heated to reflux for 72 h. The solution was diluted with CH2Cl2, washed with sat. NaHSO3, sat. NaHCO3, brine and dried (MgSO4). The solvent was removed to provide 9.42 g of the title compound.

Workup

  1. temperaturethe solution heated
  2. temperatureto reflux for 72 h
  3. washwashed with sat. NaHSO3, sat. NaHCO3, brine
  4. dry with materialdried (MgSO4)
  5. customThe solvent was removed

Sources & evidence

ORD record
ord-7129d056bee041349e2fe52dcb6398e4
Source dataset
uspto-grants-2003_01
Patent number
US06506901B2

Reaction notes

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