4-Hydroxybiphenyl → HCID 58822690, compound

HRID 459144Notes

Reaction equation

C([O:3][C:4](=[O:20])[C@@H:5]([O:18][CH3:19])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][CH2:15][CH2:16][OH:17])=[CH:9][CH:8]=1)C.[C:21]1([C:27]2[CH:32]=[CH:31][C:30](O)=[CH:29][CH:28]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[C:21]1([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:26]=[CH:25][C:24]([O:17][CH2:16][CH2:15][CH2:14][CH2:13][C:10]2[CH:9]=[CH:8][C:7]([CH2:6][C@H:5]([O:18][CH3:19])[C:4]([OH:3])=[O:20])=[CH:12][CH:11]=2)=[CH:23][CH:22]=1

Participants

Reactant 2

HCID 71034-Hydroxybiphenyl

HCID 58822630HCID 58822630, compound

Product 1

HCID 58822690HCID 58822690, compound

Procedure

The title compound was prepared from (2S)-3-[4-(4-Hydroxy-butyl)-phenyl]-2-methoxy-propionic acid ethyl ester and 4-phenylphenol following the Standard Procedure of coupling-hydrolysis A. 1H-NMR (CDCl3, 200.15 MHz): δ 7.55–7.23 (m, 7H); 7.14 (d, 4H, J=1.1); 6.93 (d, 2H, J=8.4); 4.02–3.96 (m, 3H); 3.37 (s, 3H); 3.11 (dd, 1H, J=14.3, 4.4); 2.97 (dd, 1H, J=14.3, 7.3); 2.66 (t, 2H, J=7.0); 1.83–1.80 (m, 4H). MS (ES) for C26H28O4 [M+NH4]+: 422.2, [M+Na]+: 427.2.

Workup

customthe Standard Procedure of coupling-hydrolysis A

Sources & evidence

ORD record: ord-817c0e92582d4525be2c7fa34c731415
Source dataset: uspto-grants-2007_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07192982B2

Reaction notes

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