Hydrochloric Acid → HCID 21526091, compound

HRID 1659088Notes

Reaction equation

HRID 1659088 reaction equation
[SH:1][CH:2]([CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[Cl:20])=[CH:10][CH:9]=1)[C:3]([OH:5])=[O:4].Cl[C:22]([O:24][CH2:25][CH3:26])=[O:23].C(=O)(O)[O-].[Na+].Cl>CCOCC.N1C=CC=CC=1>[CH2:25]([O:24][C:22]([S:1][CH:2]([CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[Cl:20])=[CH:10][CH:9]=1)[C:3]([OH:5])=[O:4])=[O:23])[CH3:26]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 10928Ethyl chloroformateHCID 516892Sodium BicarbonateHCID 21525994HCID 21525994, compound

Product 1

HCID 21526091HCID 21526091, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of α-mercapto-γ-(2'-chloro-4-biphenylyl)butyric acid 0.02 moles in 25 ml. of pyridine is cooled in an ice bath. To this is added dropwise 2.1 ml. (0.022 moles) of ethyl chloroformate. The mixture is basified with 10% sodium bicarbonate solution. The alkaline mixture is worked with ether, then acidified with 10% hydrochloric acid, washed with ether, dried and filtered, the solvent is removed and the residue is triturated with hexane to obtain α-ethoxycarbonylthio-γ-(2'-chloro-4-biphenylyl)butyric acid.

Workup

  1. additionTo this is added dropwise 2.1 ml
  2. washwashed with ether
  3. customdried
  4. filtrationfiltered
  5. customthe solvent is removed
  6. customthe residue is triturated with hexane

Sources & evidence

ORD record
ord-718d15b7138e429495b480208a0d1168
Source dataset
uspto-grants-1976_06
Patent number
US03966801

Reaction notes

Loading…