1,2-Dibromoethane → HCID 59583480, compound

HRID 219446Notes

Reaction equation

HRID 219446 reaction equation
[Cl:1][C:2]1[C:3]([CH3:25])=[C:4]([C:22](=[O:24])[CH3:23])[C:5]([OH:21])=[C:6]([O:10][CH2:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[C:7]=1[O:8][CH3:9].[Br:26][CH2:27][CH2:28]Br>>[Br:26][CH2:27][CH2:28][O:21][C:5]1[C:6]([O:10][CH2:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)=[C:7]([O:8][CH3:9])[C:2]([Cl:1])=[C:3]([CH3:25])[C:4]=1[C:22](=[O:24])[CH3:23]

Participants

3

Reactant 2

HCID 78391,2-DibromoethaneHCID 59583493HCID 59583493, compound

Product 1

HCID 59583480HCID 59583480, compoundYield 64%

Procedure

Example 1d (110 mg, 0.30 mmol) was reacted with 1,2-dibromoethane (3.0 eq.) as described under General Procedure F to afford the title compound (86 mg, 64%) as light cream oil. 1H NMR (300 MHz, CDCl3) δ 7.19-7.14 (m, 2H), 6.99-6.93 (m, 2H), 4.28 (t, J=6.2 Hz, 2H), 4.06 (t, J=6.4 Hz, 2H), 3.64 (s, 3H), 3.50 (t, J=6.2 Hz, 2H), 2.78 (t, J=7.4 Hz, 2H), 2.49 (s, 3H), 2.19 (s, 3H), 2.05-2.02 (m, 2H).

Sources & evidence

ORD record
ord-cebbd7cb65ed4b2a92d5272046649ec4
Source dataset
uspto-grants-2012_06
Patent number
US08202513B2

Reaction notes

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