Isobutyraldehyde → 1-Benzhydrylamino-2-methylpropanephosphonous acid

HRID 25988Notes

Reaction equation

HRID 25988 reaction equation
[CH:1](=O)[CH:2]([CH3:4])[CH3:3].[Na].[PH2:7]([O-:9])=[O:8].[CH:10]([NH3+:23])([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[CH:10]([NH:23][CH:1]([P:7]([OH:9])[OH:8])[CH:2]([CH3:4])[CH3:3])([C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 3

HCID 6561IsobutyraldehydeHCID 5360545Sodium2×HCID 178527021HCID 178527021, compound

Product 1

HCID 213258821-Benzhydrylamino-2-methylpropanephosphonous acid

Procedure

7.2 parts of isobutyraldehyde in 15 parts of sodium-dried dioxan was added to a suspension of 25 parts of benzhydrylammonium hypophosphite in 150 parts of sodium-dried dioxan under reflux. 80 Parts of dioxan was removed and 150 parts of alcohol added. After cooling the mixture was filtered to give DL-1-benzhydrylamino-2-methylpropanephosphonous acid, melting point 189°-192° identical to that obtained in Example 2A.

Workup

  1. temperatureunder reflux
  2. custom80 Parts of dioxan was removed
  3. addition150 parts of alcohol added
  4. temperatureAfter cooling the mixture
  5. filtrationwas filtered

Sources & evidence

ORD record
ord-3844a011b0f64d7dae493464f93e978b
Source dataset
uspto-grants-1979_04
Patent number
US04147780

Reaction notes

Loading…