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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1416752Generated: October 31, 2026

Hydrochloric Acid → 5-{2-[2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid bis-(2-cyclohexyl-ethyl) ester

https://huagongshe.com/reaction/1416752

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-CyclohexylethanolHCID 20508—
ReactantPotassium BromideHCID 253877—
Reactant5-{2-[2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acidHCID 4281355—
SolventChloroformHCID 6212—
Product5-{2-[2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid bis-(2-cyclohexyl-ethyl) esterHCID 67589565—

Reaction Steps

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-cyclohexylethanol according to the procedure of Example 30 as an off-white foam (HCl salt); 1H NMR (CDCl3) δ 0.80-1.80 (m, 26H), 1.32 (d, J=6.3 Hz, 3H), 2.80 (m, 1H), 3.18 (m, 2H), 3.48 (m, 2H), 4.32 (t, J=6.9 Hz, 4H), 5.45 (bd, J=9.7 Hz, 1H), 6.80 (m, 3 H), 7.25 (m, 2H), 7.45 (s, 1H), 8.70 (bs, 1H), 10.0 (bs, 1H); IR (KBr): 1765 cm-1 (C=O); MS (CI) m/z 642 (MH+); [α]D25 -24° (c, 1.0, CHCl3). Anal. Calcd. for C36H48ClNO7 ·HCl: C, 63.71; H, 7.13; N, 2.06; Cl, 10.45. Found: C, 63.07; H, 7.54; N, 2.07; Cl, 12.81.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05914339
Source datasetuspto-grants-1999_06
ORD IDord-d90a420de46d4fb7a065f3a470f8aeb2
Source noteuspto-grants-1999_06