Water → HCID 86749382, compound

HRID 1720111Notes

Reaction equation

HRID 1720111 reaction equation
[OH2:1].[C:2]1([P:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)Cl)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:16][C:17]1[CH:24]=[C:23]([CH3:25])[CH:22]=[C:21]([CH3:26])[C:18]=1[CH:19]=[O:20].C[O-].[Na+]>C1(C)C=CC=CC=1.CO>[OH:20][CH:19]([P:8](=[O:1])([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:18]1[C:21]([CH3:26])=[CH:22][C:23]([CH3:25])=[CH:24][C:17]=1[CH3:16]

Participants

7

Reactant 4

HCID 962WaterHCID 102542,4,6-TrimethylbenzaldehydeHCID 66180ChlorodiphenylphosphineHCID 10942334Sodium Methoxide

Product 1

HCID 86749382HCID 86749382, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 1140TolueneSolvent2×

Procedure

To a mixture of 9 g (0.5 mol) of water and 200 mL of toluene there were added 110 g (0.5 mol) of diphenyl chlorophosphine in 200 mL of toluene. The reaction mixture was extracted with 90 mL of 20 wt % strength caustic soda solution following a period of 1 h, and to the organic phase of there were added 74 g (0.5 mol) of 2,4,6-trimethylbenzaldehyde and also 0.5 g of 30% strength sodium methylate solution in methanol. The product began to crystallize after 10 minutes, after which it was isolated in the usual manner. Yield 95%, mp: 152°-153° C.

Workup

  1. extractionThe reaction mixture was extracted with 90 mL of 20 wt % strength caustic soda solution
  2. customto crystallize after 10 minutes
  3. customafter which it was isolated in the usual manner

Sources & evidence

ORD record
ord-bb5943eea27a44e0a070f41067056a50
Source dataset
uspto-grants-1996_04
Patent number
US05504236

Reaction notes

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