m-Chloroperbenzoic acid → HCID 131710872, compound

HRID 442527Notes

Reaction equation

HRID 442527 reaction equation
C([C:4]12[CH2:19][CH2:18][CH:11]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=31)[C:10]1[C:5]2=[CH:6][CH:7]=[CH:8][CH:9]=1)C=C.ClC1C=CC=[C:23]([C:27]([O:29]O)=O)[CH:22]=1>CCOCC.C1C=CC=CC=1>[O:29]1[CH2:27][CH:23]1[CH2:22][C:6]1[C:5]2[CH:4]3[CH2:19][CH2:18][CH:11]([C:12]4[C:17]3=[CH:16][CH:15]=[CH:14][CH:13]=4)[C:10]=2[CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 540335399-(Prop-2-en-1-yl)-9,10-dihydro-9,10-ethanoanthracene

Product 1

HCID 131710872HCID 131710872, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of 9-β-propenyl-9,10-dihydro-9,10-ethanoanthracene (1.1 g) and m-chloroperbenzoic acid (1.6 g) in ether was stirred at room temperature for 5 days. The solution was diluted with benzene, washed with aqueous sodium hydroxide solution and water, dried over anhydrous sodium sulfate and evaporated to dryness to give 9-β,γ-epoxypropyl-9,10-dihydro-9,10-ethanoanthracene as an oil, I.R., 3070, 3040, 3020, 2860, 1263, 1140, 1033, 830, 760, 680, 630 cm-1.

Workup

  1. washwashed with aqueous sodium hydroxide solution and water
  2. dry with materialdried over anhydrous sodium sulfate
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-3f77181f335544fca2b53b7ef17b4cd4
Source dataset
uspto-grants-1977_08
Patent number
US04045560

Reaction notes

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