Potassium Bromide → HCID 22237497, compound

HRID 1743438Notes

Reaction equation

C[O:2][C:3](=[O:29])[CH2:4][O:5][C:6]1[C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:10][C:9]([O:18][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:8][C:7]=1[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[K+].[Br-]>>[CH2:19]([O:18][C:9]1[CH:10]=[C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:6]([O:5][CH2:4][C:3]([OH:29])=[O:2])=[C:7]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:8]=1)[CH2:20][CH2:21][CH3:22]

Participants

Reactant 2

HCID 253877Potassium Bromide

HCID 69627749HCID 69627749, compound

Product 1

HCID 22237497HCID 22237497, compound

Procedure

The title compound was prepared as an off white solid (0.167 g, 85%) from (5′-butoxy-[1,1′;3′,1″]terphenyl-2′-yloxy)acetic acid methyl ester using a procedure similar to step 2 of Example 36, mp 92–94° C.; 1H NMR (DMSO-d6) δ 0.92 (t, J=7.5 Hz, 3H), 1.38–1.49 (m, 2H), 1.65–1.74 (m, 2H), 3.64 (s, 2H), 4.02 (t, J=6.6 Hz, 2H), 6.87 (s, 2H), 7.33–7.39 (m, 2H), 7.39–7.44 (m, 4H), 7.57–7.61 (m, 4H), 12.30–12.55 (bs, 1H); IR (KBr) 3420, 3060, 2930, 2860, 2770, 2590, 1725, 1590, 1570, 1460, 1420, 1360, 1260, 1235, 1215, 1195, 1075, 1050, 1010, 925, 760, 750, 700, and 620 cm−1; mass spectrum [(+) ESI], m/z 394 (M+NH4)+; Anal. Calcd. for C24H24O4: C, 76.57; H, 6.43; N, 0.00. Found: C, 76.33; H, 6.55; N, −0.04.

Sources & evidence

ORD record: ord-449260adf04a4f5a9c9b749dd05950a1
Source dataset: uspto-grants-2006_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07008636B2

Reaction notes

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