Hydrochloric Acid → HCID 44300073, compound

HRID 1416764Notes

Reaction equation

HRID 1416764 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.[CH2:30]([CH:32]([CH2:35][CH3:36])[CH2:33]O)[CH3:31].Cl.[K+].[Br-]>C(Cl)(Cl)Cl>[CH2:30]([CH:32]([CH2:35][CH3:36])[CH2:33][O:24][C:23]([C:18]1([C:20]([O:22][CH2:8][CH:4]([CH2:5][CH3:6])[CH2:3][CH3:2])=[O:21])[O:17][C:16]2[CH:26]=[CH:27][C:13]([CH2:12][C@H:11]([NH:10][CH2:9][C@@H:8]([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=3)[OH:29])[CH3:28])=[CH:14][C:15]=2[O:19]1)=[O:25])[CH3:31]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 73582-Ethyl-1-butanolHCID 253877Potassium BromideHCID 42813555-{2-[2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid

Product 1

HCID 44300073HCID 44300073, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

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 2-ethylbutanol according to the procedure of Example 1 as an off-white gum (HCl salt); 1H NMR (CDCl3) δ 0.80-0.95 (m, 12H), 1.25-1.45 (m, 10H), 1.50-1.65 (m, 3H), 2.75-2.85 (m, 1H), 3.10-3.40 (m, 1H), 3.47-3.49 (m, 2H), 4.25 (d, 5H), 5.50 (d, 1H), 6.70-6.80 (m, 1H), 6.80-6.90 (m, 2H), 7.20-7.45 (m, 3H), 7.46 (s, 1H), 8.74 (bs, 1 H), 10.06 (bs, 1H); IR (KBr): 2964 cm-1 (--OH), 1766 cm-1 (C=O); MS (ES) m/z 590.4 (MH+); [α]D25 -21° (c, 1.0, CHCl3). Anal. Calcd. for C32H44ClNO7 ·HCl: C, 61.34; H, 7.08; N, 2.24; Cl, 11.32. Found: C, 61.09; H, 7.46; N, 2.12; Cl, 10.77.

Sources & evidence

ORD record
ord-409d43720a244434b91c5bd0c27986f9
Source dataset
uspto-grants-1999_06
Patent number
US05914339

Reaction notes

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