Potassium Bromide → HCID 22237539, compound

HRID 324067Notes

Reaction equation

C[O:2][C:3](=[O:31])[CH2:4][O:5][C:6]1[C:18]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:17][C:9]2[O:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[C:8]=2[C:7]=1[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[K+].[Br-]>>[C:25]1([C:7]2[C:8]3[C:12]4[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=4[O:10][C:9]=3[CH:17]=[C:18]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:6]=2[O:5][CH2:4][C:3]([OH:31])=[O:2])[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

Reactant 2

HCID 253877Potassium Bromide

HCID 54149698HCID 54149698, compound

Product 1

HCID 22237539HCID 22237539, compound

Procedure

The title compound was prepared as a white solid (0.091 g, 88%) from (1,3-diphenyl-dibenzofuran-2-yloxy)acetic acid methyl ester using a procedure similar to step 2 of Example 36, mp>120° C. (decomp.); 1H NMR (DMSO-d6) δ3.66 (s, 2H), 6.80 (d, J=7.5 Hz, 1H), 7.09-7.15 (m, 1H), 7.33-7.39 (m, 1H), 7.39-7.47 (m, 3H), 7.48-7.56 (m, 5H), 7.68 (d, J=8.1 Hz, 1H), 7.70-7.74 (m, 3H); IR (KBr) 3420, 3070, 2950, 2910, 1730, 1610, 1500, 1465, 1455, 1405, 1330, 1310, 1240, 1220, 1175, 1155, 1070, 750, and 700 cm−1; mass spectrum [EI], m/z 394 (M)+; Anal. Calcd. for C26H18O4.1.25H2O: C, 74.90; H, 4.96; N, 0.00, Found: C, 75.07; H, 4.89; N, 0.06.

Sources & evidence

ORD record: ord-ae51b171b076452484c724c96668eae0
Source dataset: uspto-grants-2001_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06214877B1

Reaction notes

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