Potassium Bromide → HCID 22237391, compound

HRID 1743433Notes

Reaction equation

C[O:2][C:3](=[O:25])[CH2:4][O:5][C:6]1[C:7]([Br:24])=[CH:8][C:9]2[O:13][C:12]([C:14](=[O:21])[C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:11][C:10]=2[C:22]=1[Br:23].[K+].[Br-]>>[C:14]([C:12]1[O:13][C:9]2[CH:8]=[C:7]([Br:24])[C:6]([O:5][CH2:4][C:3]([OH:25])=[O:2])=[C:22]([Br:23])[C:10]=2[CH:11]=1)(=[O:21])[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

Reactant 2

HCID 253877Potassium Bromide

HCID 54136511HCID 54136511, compound

Product 1

HCID 22237391HCID 22237391, compound

Procedure

The title compound was prepared as an off white solid (0.060 g, 88%) from (2-benzoyl-4,6-dibromobenzofuran-5-yloxy)acetic acid methyl ester using a procedure similar to step 2 of Example 36, mp 179–181° C.; 1H NMR (DMSO-d6) δ 4.54 (s, 2H), 7.58 (d, J=0.88 Hz, 1H), 7.60–7.65 (m, 2H), 7.74 (tt, J=1.3, 6.8 Hz, 1H), 7.99–8.03 (m, 2H), 8.31 (d, J=0.88 Hz, 1H), 12.98–13.32 (bs, 1H); IR (KBr) 3420, 3080, 2910, 2580, 1740, 1645, 1610, 1540, 1440, 1410, 1330, 1290, 1250, 1175, 1125, 1070, 1000, 970, 915, 860, 800, 715, and 675 cm−1; mass spectrum [(−) ESI], m/z 451 (M−H)−; Anal. Calcd. for C17H10Br2O5: C, 44.97; H, 2.22; N, 0.00. Found: C, 44.71; H, 2.13; N, 0.04.

Sources & evidence

ORD record: ord-375e04330754465d8ee3d3d09aa984d7
Source dataset: uspto-grants-2006_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07008636B2

Reaction notes

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