Sodium Hypochlorite → Bis(2-phenylethyl)phosphinic acid

HRID 847594Notes

Reaction equation

HRID 847594 reaction equation
[C:1]1([CH2:7][CH2:8][PH:9](=[O:18])[CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[O-:20].[Na+]>>[C:1]1([CH2:7][CH2:8][P:9]([CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)(=[O:20])[OH:18])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 23665760Sodium HypochloriteHCID 178527033HCID 178527033, compound

Product 1

HCID 15121925Bis(2-phenylethyl)phosphinic acid

Procedure

The resultant compound of Example 9 (250 mg, 0.97 mmol) was added to 10 ml of 5.25% sodium hypochlorite. The resulting solution was stirred vigorously for 1 h, acidified, extracted with chloroform, washed with 1N HCl and saturated brine, dried over MgSO4, and concentrated in vacuo to give 217 mg (82%) of the desired compound (Rf 0.12, 20% methanol in chloroform) as a glass. 1H NMR (CDCl3) δ 2.0-2.1 (m, 4H), 2.9-3.0 (m, 4H), 7.15-7.4 (m, 10H). Mass spectrum (M+H)+ =275.

Workup

  1. extractionextracted with chloroform
  2. washwashed with 1N HCl and saturated brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-bf756c66ab1346128e93e01b51418c1c
Source dataset
uspto-grants-1992_08
Patent number
US05142056

Reaction notes

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