Ammonium Chloride → (3-Bromopropyl)methyldibutyltin

HRID 27457Notes

Reaction equation

HRID 27457 reaction equation
[CH2:1]([Mg]Br)[CH2:2][CH2:3][CH3:4].[Br:7][CH2:8][CH2:9][CH2:10][Sn:11](Br)(Br)[CH3:12].[NH4+].[Cl-]>C(OCC)C>[Br:7][CH2:8][CH2:9][CH2:10][Sn:11]([CH3:12])([CH2:1][CH2:2][CH2:3][CH3:4])[CH2:1][CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 86737202(3-Bromopropyl)methyltin dibromideHCID 178418682HCID 178418682, compound

Product 1

HCID 86737201(3-Bromopropyl)methyldibutyltinYield 88%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 115 ml of 2.7 N butylmagnesium bromide in diethyl ether was added in about one hour to a solution of 62.5 g (0.15 mol) of (3-bromopropyl)methyltin dibromide in 200 ml of diethyl ether. After reflux for 1 h the mixture was treated with a saturated aqueous solution of NH4Cl and distilled to give 48.79 g (88%) of (3-bromopropyl)methyldibutyltin; b.p. 88°-90° C./0.1 mm Hg, nD20 =1.5001.

Workup

  1. temperatureAfter reflux for 1 h the mixture
  2. distillationdistilled

Sources & evidence

ORD record
ord-6d2127166d5c42d985bc9f775c1d520e
Source dataset
uspto-grants-1980_09
Patent number
US04221811

Reaction notes

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