1-Phenylethanol → HCID 9895469, compound

HRID 1416733Notes

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.[C:30]1([CH:36](O)[CH3:37])[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[C:30]1([CH:36]([O:24][C:23]([C:18]2([C:20]([O:22][CH:8]([C:4]3[CH:5]=[CH:6][CH:7]=[CH:2][CH:3]=3)[CH3:9])=[O:21])[O:17][C:16]3[CH:26]=[CH:27][C:13]([CH2:12][CH:11]([NH:10][CH2:9][CH: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])[CH3:37])[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.[O:17]([CH2:18][CH3:20])[CH2:16][CH3:15].[ClH:1]

Participants

Reactant 2

HCID 74091-Phenylethanol

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

Product 2

HCID 9895469HCID 9895469, compound

HCID 10953452Ether hydrochloride

Procedure

The title compound was prepared from 5-{2-[2-(3-chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid and 1-phenylethanol as a gummy tan solid according to the procedure of Example 1, leaving out the final HCl(g) /Et2O hydrochloride salt forming step: 1H NMR (300 MHz, CDCl3): δ 0.90-1.22 (m, 6H), 1.30-1.61 (m, 6H), 2.39-2.70 (brm, 1H), 2.83-3.19 (brm, 2H), 3.20-3.50 (brm, 2H), 5.15-5.35 (brs, 1H), 5.90-6.02 (brm, 1H), 6.45-6.82 (m, 3H), 7.11-7.40 (m, 4H), 8.64 (brs, 1H), 9.45 (brs, 1H); MS (ES) m/z (relative intensity): 630 (M+, 100).

Sources & evidence

ORD record: ord-710af2dc32684733b857b672cfc84146
Source dataset: uspto-grants-1999_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05914339

Reaction notes

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