Bromine → HCID 53804144, compound

HRID 1873210Notes

Reaction equation

HRID 1873210 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([C:8]2[C:17]3[C:18]4[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=4[S:20][C:16]=3[C:15]([Br:25])=[C:14]3[C:9]=2[CH:10]=[CH:11][CH:12]=[CH:13]3)[CH:5]=[C:4]([O:26][CH3:27])[C:3]=1[OH:28].O[C@@H:30]([CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[C:31]([O:33]C)=[O:32].BrBr>>[Br:1][C:2]1[CH:7]=[C:6]([C:8]2[C:17]3[C:18]4[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=4[S:20][C:16]=3[C:15]([Br:25])=[C:14]3[C:9]=2[CH:10]=[CH:11][CH:12]=[CH:13]3)[CH:5]=[C:4]([O:26][CH3:27])[C:3]=1[O:28][C@H:30]([CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[C:31]([OH:33])=[O:32]

Participants

4

Reactant 3

HCID 24408BromineHCID 5289077(S)-methyl 2-hydroxy-3-phenylpropanoateHCID 18687841HCID 18687841, compound

Product 1

HCID 53804144HCID 53804144, compound

Procedure

Prepared from 2-bromo-4-(6-bromo-benzo [b]naphtho [2,3-d]thiophen-11-yl)-6-methoxy-phenol (Example 193) and (S)-2-hydroxy-3-phenylpropionic acid, methyl ester (Example 96) according to the procedure in Example 113. White solid: mp >103° C. (dec.): NMR (CDCl3); δ8.36 (ddd, J=8, 1, 1 Hz, 1 H), 7.83 (ddd, J=8, 7, 1 Hz, 1 H), 7.67 (ddd, J=8, 7, 1 Hz, 1 H), 7.57-7.26 (m, 9 H), 7.18 (ddd, J=8, 7, 1 Hz, 1 H), 6.89 (ddd, J=8, 1, 1 Hz, 1H), 6.79 (ddd, J=8, 7, 1 Hz, 1H), 5.29 (t, 1H), 3.76, 3.74 (ds, 3 H), 3.39-3.46 (m, 2 H); MS (EI): [M+], 2 bromine isotope pattern, 660; Anal. Calc. for C32H22Br2O4S: C, 58.02, H, 3.35, N, 0.00. Found: C, 58.04, H, 3.73, N, 0.02.

Sources & evidence

ORD record
ord-54c94ee5c3d841c592720dc15c187324
Source dataset
uspto-grants-2000_08
Patent number
US06110962

Reaction notes

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