Sodium Bicarbonate → HCID 20079642, compound

HRID 1654114Notes

Reaction equation

HRID 1654114 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[C:5]([CH:8]=[O:9])[O:6][CH:7]=1.[C:12]([Mg]Br)#[CH:13].C(=O)(O)[O-].[Na+]>O1CCCC1>[F:11][C:2]([F:10])([F:1])[C:3]1[CH:4]=[C:5]([CH:8]([OH:9])[C:12]#[CH:13])[O:6][CH:7]=1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 2181974626431-60-7HCID 178418486HCID 178418486, compound

Product 1

HCID 20079642HCID 20079642, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.8 g of the product of Stage F were cooled to 0°/+5° C. in 20 ml of tetrahydrofuran and 24 ml of ethynylmagnesium bromide were added over 30 minutes. The mixture was allowed to return to room temperature and was then poured into a saturated aqueous sodium bicarbonate solution and extracted with methylene chloride. The extract was dried and the solvent was evaporated to obtain 0.8 g of the expected product after chromatography on silica (eluent: methylene chloride).

Workup

  1. customto return to room temperature
  2. extractionextracted with methylene chloride
  3. customThe extract was dried
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-162d07e9774d48eba4795b004941925c
Source dataset
uspto-grants-1995_04
Patent number
US05405865

Reaction notes

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