m-Chloroperbenzoic acid → HCID 19884749, compound

HRID 846223Notes

Reaction equation

HRID 846223 reaction equation
[C:1]([C:4]1[CH:26]=[CH:25][C:7]([O:8][CH2:9][CH2:10][CH2:11][S:12][C:13]2[CH:18]=[CH:17][C:16]([C:19](=[O:24])[CH2:20][CH2:21][C:22]#[N:23])=[CH:15][CH:14]=2)=[C:6]([CH2:27][CH2:28][CH3:29])[C:5]=1[OH:30])(=[O:3])[CH3:2].ClC1C=CC=C(C(OO)=O)C=1.[OH-:42].[Ca+2].[OH-:44]>C(Cl)Cl>[C:1]([C:4]1[CH:26]=[CH:25][C:7]([O:8][CH2:9][CH2:10][CH2:11][S:12]([C:13]2[CH:18]=[CH:17][C:16]([C:19](=[O:24])[CH2:20][CH2:21][C:22]#[N:23])=[CH:15][CH:14]=2)(=[O:44])=[O:42])=[C:6]([CH2:27][CH2:28][CH3:29])[C:5]=1[OH:30])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 6093208Calcium HydroxideHCID 19884759HCID 19884759, compound

Product 1

HCID 19884749HCID 19884749, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The nitrile from Example 40, Step E, (680 mg, 1.6 mmole) and m-chloroperbenzoic acid (85%, 760 mg, 3.75 mmole) were stirred at 0° for two hours in 20 ml of CH2Cl2. Calcium hydroxide (400 mg) was added to the reaction mixture which was stirred for 1.5 hours. The reaction mixture was filtered and evaporated to dryness, affording the title compound, mp 143°-144°.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-865f6a864239414787f2cf59ddb3c71c
Source dataset
uspto-grants-1992_08
Patent number
US05135940

Reaction notes

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