Sodium hydride → HCID 178447979, compound

HRID 248307Notes

Reaction equation

HRID 248307 reaction equation
[Br-].[CH2:2]([C@H:5]1[CH2:10][CH2:9][C@H:8]([CH2:11][P+](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH2:7][CH2:6]1)[CH2:3][CH3:4].[H-].[Na+].[F:33][C:34]([F:44])([F:43])[C@H:35]1[CH2:40][CH2:39][C@H:38]([CH:41]=O)[CH2:37][CH2:36]1>CS(C)=O>[CH2:2]([C@H:5]1[CH2:10][CH2:9][C@H:8]([CH:11]=[CH:41][C@H:38]2[CH2:39][CH2:40][C@H:35]([C:34]([F:44])([F:43])[F:33])[CH2:36][CH2:37]2)[CH2:7][CH2:6]1)[CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 178448103HCID 178448103, compoundHCID 178520943HCID 178520943, compound

Product 1

HCID 178447979HCID 178447979, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent3×

Procedure

A mixture of 0.2 mol of (trans-4-propylcyclohexylmethyl)triphenylphosphonium bromide (prepared from trans-4-propylcyclohexylmethyl bromide and triphenylphosphine) and 150 ml of DMSO gives (sic) at 0° C. to a mixture of 0.2 mol of sodium hydride and 100 ml of DMSO. After the mixture has been stirred at room temperature for 10 minutes, a mixture of 0.2 mol of trans-4-trifluoromethyl-1-formyulcyclohexane (prepared as in Example 3) and 50 ml of DMSO is added dropwise. The mixture is warmed for 1 hour at 65° C. and subjected to customary work-up. The product is obtained as a colourless dye (sic).

Workup

  1. customgives (sic) at 0° C.
  2. additionis added dropwise
  3. temperatureThe mixture is warmed for 1 hour at 65° C.
  4. customThe product is obtained as a colourless dye (sic)

Sources & evidence

ORD record
ord-b84f0b3bb9804f5b9b125959951a910b
Source dataset
uspto-grants-1993_05
Patent number
US05209868

Reaction notes

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