Ammonium Chloride → HCID 19888977, compound

HRID 654328Notes

Reaction equation

HRID 654328 reaction equation
[CH2:1]([S:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH:7]=[O:8])[C:2]#[CH:3].[CH:13]([Mg]Br)=[CH2:14].[NH4+].[Cl-]>C1COCC1>[CH2:1]([S:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH:7]([OH:8])[CH:13]=[CH2:14])[C:2]#[CH:3]

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 19888973HCID 19888973, compoundHCID 178418507HCID 178418507, compound

Product 1

HCID 19888977HCID 19888977, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 35.2 g of 2-(2-propynylthio)benzaldehyde in dry THF cooled to between -60° and -70° C. was added 210 ml of a 1M solution of vinylmagnesium bromide solution dropwise at -60° C. and the reaction mixture allowed to warm to room temperature. The reaction mixture was poured into saturated NH4Cl and extracted twice with diethyl ether. The extracts are washed with water and then brine and dried over MgSO4 to afford 42.1 g of the subtitle compound.

Workup

  1. extractionextracted twice with diethyl ether
  2. washThe extracts are washed with water
  3. dry with materialbrine and dried over MgSO4

Sources & evidence

ORD record
ord-90eefb684ce44bc4bd4341e08b3e2de6
Source dataset
uspto-grants-1992_07
Patent number
US05130485

Reaction notes

Loading…