3-Methylbenzeneethanol → HCID 67588292, compound

HRID 1416784Notes

Reaction equation

HRID 1416784 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]([OH:29])[CH2:9][NH:10][CH:11]([CH3:28])[CH2:12][C:13]2[CH:27]=[CH:26][C:16]3[O:17][C:18]([C:23]([OH:25])=[O:24])([C:20]([OH:22])=[O:21])[O:19][C:15]=3[CH:14]=2)[CH:5]=[CH:6][CH:7]=1.[CH3:30][C:31]1[CH:32]=[C:33]([CH2:37][CH2:38]O)[CH:34]=[CH:35][CH:36]=1>>[ClH:1].[C:31]1([CH3:30])[CH:36]=[CH:35][CH:34]=[C:33]([CH2:37][CH2:38][O:24][C:23]([C:18]2([C:20]([O:22][CH2:38][CH2:37][C:33]3[CH:32]=[C:31]([CH3:30])[CH:36]=[CH:35][CH:34]=3)=[O:21])[O:17][C:16]3[CH:26]=[CH:27][C:13]([CH2:12][C@H:11]([NH:10][CH2:9][C@@H:8]([C:4]4[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=4)[OH:29])[CH3:28])=[CH:14][C:15]=3[O:19]2)=[O:25])[CH:32]=1

Participants

3

Reactant 2

HCID 746483-MethylbenzeneethanolHCID 42813555-{2-[2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid

Product 1

HCID 67588292HCID 67588292, compoundYield 81%

Procedure

The title compound was prepared as a brown oil from 5-{2-[2-(3-chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid and 2-(3-methylphenyl)ethanol according to the procedure of Example 1; yield: 81%; 1H NMR (300 MHz, CDCl3): δ 1.12 (m, J=6.3 Hz, 3H),2.27 (s, 6H), 2.79 (m, 7H), 3.19 (m, 1H), 3.48 (m, 2H), 4.29 (m, J=6.6 Hz, 4H), 5.49 (m, 1H,) 6.75 (m, J=8.1 Hz, 1H), 6.83 (m, 1H), 7.05 (m, 8H), 7.20 (m, 1H), 7.27 (m, 1H), 7.43 (s, 1H), 7.5 (m, 2H); MS (ES) m/z (relative intensity): 658 (M+ +H, 100).

Sources & evidence

ORD record
ord-14f8df50394d4358a98735879a3f4f76
Source dataset
uspto-grants-1999_06
Patent number
US05914339

Reaction notes

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