m-Chloroperbenzoic acid → HCID 141560562, compound

HRID 653564Notes

Reaction equation

HRID 653564 reaction equation
[CH:1]([O:14][C:15]([C:17]1([O:21]/[N:22]=[C:23](/[C:54]2[N:55]=[C:56]([NH:59][C:60]([C:73]3[CH:78]=[CH:77][CH:76]=[CH:75][CH:74]=3)([C:67]3[CH:72]=[CH:71][CH:70]=[CH:69][CH:68]=3)[C:61]3[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=3)[S:57][CH:58]=2)\[C:24]([NH:26][CH:27]2[C:52](=[O:53])[N:29]3[C:30]([C:36]([O:38][CH:39]([C:46]4[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=4)[C:40]4[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=4)=[O:37])=[C:31]([CH2:34][Cl:35])[CH2:32][S:33][C@H:28]23)=[O:25])[CH2:20][CH2:19][CH2:18]1)=[O:16])([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(OO)=[O:87])C=1.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[CH:1]([O:14][C:15]([C:17]1([O:21]/[N:22]=[C:23](/[C:54]2[N:55]=[C:56]([NH:59][C:60]([C:61]3[CH:62]=[CH:63][CH:64]=[CH:65][CH:66]=3)([C:67]3[CH:68]=[CH:69][CH:70]=[CH:71][CH:72]=3)[C:73]3[CH:78]=[CH:77][CH:76]=[CH:75][CH:74]=3)[S:57][CH:58]=2)\[C:24]([NH:26][CH:27]2[C:52](=[O:53])[N:29]3[C:30]([C:36]([O:38][CH:39]([C:40]4[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=4)[C:46]4[CH:47]=[CH:48][CH:49]=[CH:50][CH:51]=4)=[O:37])=[C:31]([CH2:34][Cl:35])[CH2:32][S:33](=[O:87])[C@H:28]23)=[O:25])[CH2:18][CH2:19][CH2:20]1)=[O:16])([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 141560563HCID 141560563, compound

Product 1

HCID 141560562HCID 141560562, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

The residue obtained in (A) was dissolved in 50 ml of methylene chloride, and 620 mg (2.87 mmol) of m-chloroperbenzoic acid (purity: 80%) was added. The mixture was stirred for 20 minutes. To the reaction solution, 30 ml of methylene chloride and a 5% sodium bi-carbonate aqueous solution were added. Then, the organic layer was distributed and washed with water and with a saturated sodium chloride aqueous solution. Then, it was dried over anhydrous sodium sulfate, and concentrated to obtain a residue of the above-identified compound. The residue of the compound thus obtained was employed for the next reaction without purification.

Workup

  1. washwashed with water and with a saturated sodium chloride aqueous solution
  2. dry with materialThen, it was dried over anhydrous sodium sulfate
  3. concentrationconcentrated
  4. customto obtain a residue of the above-identified compound
  5. customThe residue of the compound thus obtained
  6. customwas employed for the next reaction without purification

Sources & evidence

ORD record
ord-deee3baab0b44f3b94d593cc47c28b89
Source dataset
uspto-grants-1987_06
Patent number
US04677100

Reaction notes

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