Carbon Tetrachloride → HCID 22066295, compound

HRID 269434Notes

Reaction equation

HRID 269434 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11](O)([CH3:22])[CH2:12][CH2:13][CH2:14][CH2:15][C:16]#[C:17][Si:18]([CH3:21])([CH3:20])[CH3:19])[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.C(Cl)(Cl)(Cl)[Cl:25]>>[Cl:25][C:11]([C:5]1[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=1)([CH3:22])[CH2:12][CH2:13][CH2:14][CH2:15][C:16]#[C:17][Si:18]([CH3:21])([CH3:20])[CH3:19]

Participants

3

Reactant 2

HCID 5943Carbon TetrachlorideHCID 22066299HCID 22066299, compound

Product 1

HCID 22066295HCID 22066295, compound

Procedure

The above carbinol (1 equiv.) was dissolved in anhydrous carbon tetrachloride (0.5 M) and dry hydrogen chloride gas was bubbled through for 1 hour. The solution was transferred to a separatory funnel with the aid of more carbon tetrachloride, washed with water and 10% sodium bicarbonate solution. The organic phase was dried and rotary evaporated to afford an oil which was passed through a short silica gel column to give pure [7-chloro-7-(3,5-dimethoxyphenyl)-1-octynyl]trimethylsilane.

Workup

  1. customdry hydrogen chloride gas was bubbled through for 1 hour
  2. customThe solution was transferred to a separatory funnel with the aid of more carbon tetrachloride
  3. washwashed with water and 10% sodium bicarbonate solution
  4. customThe organic phase was dried
  5. customrotary evaporated
  6. customto afford an oil which

Sources & evidence

ORD record
ord-05a117e5f89344cebdbd3d9178e5c32d
Source dataset
uspto-grants-2008_11
Patent number
US07446229B2

Reaction notes

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