Potassium Acetate → 3-Bromo-7-(acetoxymethyl)phenanthrene

HRID 1646056Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:6]=[CH:7][C:8]3[C:13]([C:14]=2[CH:15]=1)=[CH:12][CH:11]=[C:10]([CH2:16]Br)[CH:9]=3.[C:18]([O-:21])(=[O:20])[CH3:19].[K+]>CN(C=O)C.C(OCC)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:6]=[CH:7][C:8]3[C:13]([C:14]=2[CH:15]=1)=[CH:12][CH:11]=[C:10]([CH2:16][O:21][C:18](=[O:20])[CH3:19])[CH:9]=3

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of 3-bromo-7-(bromomethyl)-phenanthrene (2.249 g, 6.425 mmol) and potassium acetate (1.26 g, 12.8 mmol) in 60 ml of DMF was heated at 80° C. for 7 hours. After cooling to RT, the reaction mixture was diluted with ethyl ether, washed with water and brine, dried (MgSO4) and evaporated to give 2.042 g (97%) of the title compound as a white solid which was used in the following reaction without purification.

Workup

temperatureAfter cooling to RT
washwashed with water and brine
dry with materialdried (MgSO4)
customevaporated

Sources & evidence

ORD record: ord-f7b5ed09de5d40218accf3d1a79a7f64
Source dataset: uspto-grants-1993_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05177202

Reaction notes

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