Bromine → 3-Bromospiro[5,5]undecane-2,4-dione

HRID 1364091Notes

Reaction equation

HRID 1364091 reaction equation
[CH2:1]1[C:6]2([CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]2)[CH2:5][C:4](=[O:12])[CH2:3][C:2]1=[O:13].[Br:14]Br>CC(O)=O>[Br:14][CH:3]1[C:2](=[O:13])[CH2:1][C:6]2([CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]2)[CH2:5][C:4]1=[O:12]

Participants

4

Reactant 2

HCID 24408BromineHCID 4962152Spiro[5.5]undecane-2,4-dione

Product 1

HCID 669326823-Bromospiro[5,5]undecane-2,4-dione

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a stirred solution of spiro[5,5]undecane-2,4-dione (1.29 g, 5 mmol) in AcOH (10 mL) at r.t. was added bromine (0.8 g, 0.25 ml, 5 mmol) dropwise. The reaction was carried out according to Method A to give the title compound in quantitative yield as a light brown solid which was used without further purification. LCMS (ES+) 258.9 (M+H)+.

Sources & evidence

ORD record
ord-9f2d3a15b05c4cb1ae65dc9ae997d040
Source dataset
uspto-grants-2011_02
Patent number
US07888344B2

Reaction notes

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