Formaldehyde → Tris (Trimethylsilylethyl Diphenyl Phosphine) Rhodium Carbonyl Hydride

HRID 1154785Notes

Reaction equation

HRID 1154785 reaction equation
[CH3:1][Si:2]([CH2:5][CH2:6][P:7](CC[Si](C)(C)C)(CC[Si](C)(C)C)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([CH3:4])[CH3:3].[OH2:32].O.O.[Rh:35](Cl)(Cl)Cl.[CH2:39]=O.[OH-].[K+]>C(O)C>[CH2:39]=[O:32].[Rh:35].[CH3:4][Si:2]([CH2:5][CH2:6][P:7]([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)([CH3:1])[CH3:3].[CH3:4][Si:2]([CH2:5][CH2:6][P:7]([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)([CH3:1])[CH3:3].[CH3:4][Si:2]([CH2:5][CH2:6][P:7]([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)([CH3:1])[CH3:3]

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 14797Potassium HydroxideHCID 11459718Rhodium chloride trihydrateHCID 53881147Tris-(trimethylsilylethyl) diphenyl phosphine

Product 1

HCID 131712524Tris (Trimethylsilylethyl Diphenyl Phosphine) Rhodium Carbonyl Hydride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a vigorously stirred, refluxing, nitrogenated solution of 11.44 g (40 mmole) of tris-(trimethylsilylethyl) diphenyl phosphine of Example 1 in 400 ml of ethanol, a hot solution of 1.04 g (0.4 mmole) of rhodium trichloride trihydrate in 80 ml ethanol was added at once. After a delay of 15 seconds, 40 ml warm aqueous (37%) formaldehyde solution and, immediately thereafter, 80 ml hot ethanolic solution of 3.2 g of potassium hydroxide were added. The resulting clear orange liquid reaction mixture was refluxed for 10 minutes. During the heating, the color changed to deep orange.

Workup

  1. temperaturerefluxing
  2. customThe resulting clear orange liquid reaction mixture
  3. temperaturewas refluxed for 10 minutes

Sources & evidence

ORD record
ord-c251862908e6473e851109bedc8d5c18
Source dataset
uspto-grants-1981_11
Patent number
US04298541

Reaction notes

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