Hydrochloric Acid → HCID 86754155, compound

HRID 322511Notes

Reaction equation

HRID 322511 reaction equation
[ClH:1].[I:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([NH:12][C@H:13]([C:16]([OH:18])=[O:17])[CH2:14][NH2:15])(=[O:11])=[O:10])=[CH:5][CH:4]=1.[CH3:19][CH2:20]O>>[ClH:1].[CH2:19]([NH:15][CH2:14][C@H:13]([NH:12][S:9]([C:6]1[CH:5]=[CH:4][C:3]([I:2])=[CH:8][CH:7]=1)(=[O:11])=[O:10])[C:16]([OH:18])=[O:17])[CH3:20]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 10547108HCID 10547108, compound

Product 1

HCID 86754155HCID 86754155, compound

Conditions

Temperature
60 °C

Procedure

HCl gas was rapidly bubbled through a suspension of acid 8-3 (4.0 g, 10.81 mmol) in EtOH (50 ml) at 0° C. for 10 minutes. The cooling bath was removed and the reaction was heated to 60° C. After 18 h, the reaction was concentrated to provide ester 8-4 as a white solid. 1H NMR (300 MHz, CD3OD) δ 7.98 (d, 2H, J=8 Hz), 7.63 (d, 2H, J=8 Hz), 4.25 (q, 1H, J=5 Hz), 3.92 (m, 2H), 3.33 (m, 1H), 3.06 (m, 1H), 1.01 (t, 3H, J=7 Hz).

Workup

  1. customThe cooling bath was removed
  2. concentrationthe reaction was concentrated

Sources & evidence

ORD record
ord-a44c1593989e46a4b2ac32c8d17b76ab
Source dataset
uspto-grants-2001_04
Patent number
US06211184B1

Reaction notes

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