Phenylacetaldehyde → HCID 178527052, compound

HRID 2111939Notes

Reaction equation

HRID 2111939 reaction equation
[OH:1][PH2:2]=[O:3].[Cl-].[C:5]1([CH:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[NH2:12])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[C:19]1([CH2:25][CH:26]=O)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(O)C>[CH:11]([NH:12][CH:26]([PH:2](=[O:1])[OH:3])[CH2:25][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)([C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 998PhenylacetaldehydeHCID 4124402Phosphinic AcidHCID 24182654Diphenylmethanamine chloride

Product 1

HCID 178527052HCID 178527052, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
87.5 °C

Procedure

51.5 ml of a 50% aqueous solution of H3PO2 are added to a suspension of 109.5 g of diphenylmethanamine chloride in 750 ml of ethanol 90%, and then the reaction mixture is heated to 85-90° C. At that temperature, 58.4 ml of phenylacetaldehyde in 175 ml of ethanol are added over a period of 3 hours, and heating is continued for 3 more hours, followed by stirring for 16 hours at ambient temperature. The precipitate that is formed is filtered off, washed with cold ethanol and with diethyl ether and then dried, thereby allowing the expected product to be isolated.

Workup

  1. temperatureheating
  2. customThe precipitate that is formed
  3. filtrationis filtered off
  4. washwashed with cold ethanol and with diethyl ether
  5. customdried
  6. customto be isolated

Sources & evidence

ORD record
ord-6d4782e27a02472e8d1814b61bca2dfe
Source dataset
uspto-grants-2009_04
Patent number
US07521469B2

Reaction notes

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