Tributylphosphine → HCID 68464790, compound

HRID 504986Notes

Reaction equation

HRID 504986 reaction equation
[Br:1][CH2:2][C:3]1[S:4][CH:5]=[CH:6][CH:7]=1.[CH2:8]([P:12]([CH2:17][CH2:18][CH2:19][CH3:20])[CH2:13][CH2:14][CH2:15][CH3:16])[CH2:9][CH2:10][CH3:11]>C1(C)C=CC=CC=1>[Br-:1].[S:4]1[CH:5]=[CH:6][CH:7]=[C:3]1[CH2:2][P+:12]([CH2:13][CH2:14][CH2:15][CH3:16])([CH2:17][CH2:18][CH2:19][CH3:20])[CH2:8][CH2:9][CH2:10][CH3:11]

Participants

4

Reactant 2

HCID 13831TributylphosphineHCID 118299782-(Bromomethyl)thiophene

Product 1

HCID 68464790HCID 68464790, compoundYield 92.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
90 °C

Procedure

2-bromomethylthiophene (72 g, 0.41 mol) was dissolved into toluene (400 mL). To this solution, tributylphosphine (82 g, 0.41 mol) was added. This mixture was heated to 90° C. overnight. This mixture was cooled to room temperature and the solid was filtered. The solid was washed by ethyl ether (200 mL) to give 142.3 grams, (92.3% yield).

Workup

  1. temperatureThis mixture was cooled to room temperature
  2. filtrationthe solid was filtered
  3. washThe solid was washed by ethyl ether (200 mL)
  4. customto give 142.3 grams, (92.3% yield)

Sources & evidence

ORD record
ord-a749ee268e11473aa2425c4ff6a4b8e4
Source dataset
uspto-grants-2010_08
Patent number
US07781187B2

Reaction notes

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