Hydrochloric Acid → HCID 12832513, compound

HRID 223715Notes

Reaction equation

HRID 223715 reaction equation
[O:1]=[C:2]1[CH:8]2[CH2:9][CH2:10][CH2:11][CH2:12][CH:7]2[CH2:6][S:5][C:4]2[CH:13]=[C:14]([CH:17]([CH3:21])[C:18]([OH:20])=[O:19])[CH:15]=[CH:16][C:3]1=2.Cl.[CH2:23](O)[CH3:24]>>[O:1]=[C:2]1[CH:8]2[CH2:9][CH2:10][CH2:11][CH2:12][CH:7]2[CH2:6][S:5][C:4]2[CH:13]=[C:14]([CH:17]([CH3:21])[C:18]([O:20][CH2:23][CH3:24])=[O:19])[CH:15]=[CH:16][C:3]1=2

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 30670672-(11-Oxo-6,6a,7,8,9,10,10a,11-octahydrodibenzo[b,e]thiepin-3-yl)propanoic acid

Product 1

HCID 12832513HCID 12832513, compound

Procedure

To a solution of 2-(6,6a,7,8,9,10,10a,11-octahydro-11-oxodibenzo[b,e]thiepin-3-yl)propionic acid (10 g) in ethanol (150 ml) was added 35% hydrochloric acid (10 ml) and the mixture was heated under reflux for 4 hours. Removal of the ethanol under reduced pressure afforded the title compound (10.8 g), b.p. 205° C./0.06 mmHg. IR νmaxfilm cm-1 : 1720, 1660 (C=O). HRMS m/e: 332.1475 (M+) (Molecular weight calculated for C19H24O3S: 332.1447).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 4 hours
  3. customRemoval of the ethanol under reduced pressure

Sources & evidence

ORD record
ord-868f8280623747799fcf19d1f15d4d49
Source dataset
uspto-grants-1982_10
Patent number
US04356186

Reaction notes

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