Water → HCID 178440576, compound

HRID 2259849Notes

Reaction equation

HRID 2259849 reaction equation
Cl[P:2]1[O:9][C:8]2[C:10]([C:18]([CH3:21])([CH3:20])[CH3:19])=[CH:11][C:12]([C:14]([CH3:17])([CH3:16])[CH3:15])=[CH:13][C:7]=2[CH2:6][C:5]2[CH:22]=[C:23]([C:30]([CH3:33])([CH3:32])[CH3:31])[CH:24]=[C:25]([C:26]([CH3:29])([CH3:28])[CH3:27])[C:4]=2[O:3]1.[OH2:34].C(N(CC)CC)C>C1(C)C=CC=CC=1>[O:34]=[PH:2]1[O:9][C:8]2[C:10]([C:18]([CH3:21])([CH3:20])[CH3:19])=[CH:11][C:12]([C:14]([CH3:17])([CH3:16])[CH3:15])=[CH:13][C:7]=2[CH2:6][C:5]2[CH:22]=[C:23]([C:30]([CH3:33])([CH3:32])[CH3:31])[CH:24]=[C:25]([C:26]([CH3:29])([CH3:28])[CH3:27])[C:4]=2[O:3]1

Participants

5

Reactant 3

HCID 962WaterHCID 8471TriethylamineHCID 128566622,4,8,10-tetrakis(tert-butyl)-6-chloro-12H-dibenzo[d,g][1,3,2]dioxaphosphocin

Product 1

HCID 178440576HCID 178440576, compoundYield 79.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 8.9 g (0.019 mol) of the compound of Example 4 in 150 mL of toluene at ambient temperature is added dropwise a solution of 0.34 mL (0.019 mol) of distilled water in 4.0 mL (0.029 mol) of triethylamine. After the addition is complete, the reaction mixture is stirred at ambient temperature for 15 minutes. The reaction solvent is removed under vacuum and the residue is recrystallized twice with 50 mL of acetonitrile. The acetonitrile is then removed in vacuo and the residue is dried under vacuum to give 2.4 g (79.5% yield) of the title compound as an off-white solid melting at 164° C.

Workup

  1. additionAfter the addition
  2. customThe reaction solvent is removed under vacuum
  3. customthe residue is recrystallized twice with 50 mL of acetonitrile
  4. customThe acetonitrile is then removed in vacuo
  5. customthe residue is dried under vacuum

Sources & evidence

ORD record
ord-79c8e95c8d124ccd8c18f224161dee47
Source dataset
uspto-grants-1995_12
Patent number
US05475042

Reaction notes

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