Diethyl Ether → 1a,2,7,7a-Tetrahydronaphtho[2,3-b]oxiren-3-ol

HRID 1581070Notes

Reaction equation

HRID 1581070 reaction equation
[C:1]1([OH:11])[C:10]2[CH2:9][CH:8]=[CH:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.ClC1C=CC=C(C(OO)=[O:20])C=1.C(OCC)C.C(=O)(O)[O-].[Na+]>C(OCC)(=O)C>[O:20]1[CH:8]2[CH:7]1[CH2:6][C:5]1[CH:4]=[CH:3][CH:2]=[C:1]([OH:11])[C:10]=1[CH2:9]2

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 70297m-Chloroperbenzoic acidHCID 974665,8-Dihydro-1-naphtholHCID 516892Sodium Bicarbonate

Product 1

HCID 124457371a,2,7,7a-Tetrahydronaphtho[2,3-b]oxiren-3-ol

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

prepared as described hereinbefore, by mixing a cooled solution (temperature less than about 30°C.) of 5,8-dihydro-1-naphthol in ethyl acetate with m-chloroperbenzoic acid and mixing the resulting slurry with a mixture of ethyl ether and aqueous sodium bicarbonate, to form 5,6,7,8-tetrahydro-6,7-epoxy-1-naphthol ##SPC33##

Workup

  1. customprepared
  2. additionmixing the resulting slurry

Sources & evidence

ORD record
ord-a2952c102e6d4bd0836e81f581c1851f
Source dataset
uspto-grants-1976_01
Patent number
US03935267

Reaction notes

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