Ethyl Acetate → HCID 70976465, compound

HRID 1405209Notes

Reaction equation

HRID 1405209 reaction equation
Br[CH2:2][C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[C:5]([Cl:12])[CH:4]=1.[CH3:13][S-:14].[Na+].C(OCC)(=O)C>C(O)C.[Cl-].[Na+].O>[Cl:12][C:5]1[CH:6]=[C:7]([N+:9]([O-:11])=[O:10])[CH:8]=[C:3]([CH2:2][S:14][CH3:13])[CH:4]=1

Participants

6

Reactant 3

HCID 8857Ethyl AcetateHCID 4378561Sodium methanethiolateHCID 467377061-(Bromomethyl)-3-chloro-5-nitrobenzene

Product 1

HCID 70976465HCID 70976465, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

A solution of 1-(bromomethyl)-3-chloro-5-nitrobenzene (10.0 g) in ethanol (200 mL) was treated at −20° C. with portions of sodium methanthiolat (3.32 g) and stirred for 3 hours at room temperature. The reaction mixture was treated with brine (100 mL) extrakted with ethyl acetate (300 mL), washed with water (2×100 mL) and, dried with sodium sulfate and evaporated to dryness. One obtained the title compound (8.6 g) which was used without further purification.

Workup

  1. washwashed with water (2×100 mL)
  2. dry with materialdried with sodium sulfate
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-f27a3e83221b431e813c2e267047e03b
Source dataset
uspto-grants-2014_12
Patent number
US08916557B2

Reaction notes

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