Hydrochloric Acid → HCID 13826432, compound

HRID 1906924Notes

Reaction equation

HRID 1906924 reaction equation
[Cl:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][C:7](=[O:12])[C:6]=2[C:5]([CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:4]([CH3:20])[CH:3]=1.Cl.S(Cl)([Cl:25])(=O)=O>C(Cl)Cl>[Cl:1][C:2]1[C:11]2[CH2:10][CH2:9][CH:8]([Cl:25])[C:7](=[O:12])[C:6]=2[C:5]([CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:4]([CH3:20])[CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24648Sulfuryl chlorideHCID 13826430HCID 13826430, compound

Product 1

HCID 13826432HCID 13826432, compoundYield 95.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of ethyl 3-(4-chloro-2-methyl-8-oxo-5,6,7,8-tetrahydronaphthalen-1-yl)propanoate (5.70 g, 20.3 mmoles) in CH2Cl2 (20 ml) was saturated with dry gaseous HCl and sulfuryl chloride (16.4 ml, 27.5 g, 203 mmoles) was added dropwise and stirred at room temperature for 2 hours. The solvent and excess sulfuryl chloride were evaporated in vacuo then chased with dry toluene two times to leave 6.40 g of title compound as a gum. Exact mass calculated for C16H17O3Cl (parent-HCl): 292.0866; Found: 292.0869

Workup

  1. additionwas added dropwise
  2. customThe solvent and excess sulfuryl chloride were evaporated in vacuo

Sources & evidence

ORD record
ord-066b2796f69e479896e5f6b8d87d4e6b
Source dataset
uspto-grants-1987_03
Patent number
US04654363

Reaction notes

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