Water → HCID 178440575, compound

HRID 2259847Notes

Reaction equation

HRID 2259847 reaction equation
Cl[P:2]1[O:8][C:7]2[C:9]([C:17]([CH3:20])([CH3:19])[CH3:18])=[CH:10][C:11]([C:13]([CH3:16])([CH3:15])[CH3:14])=[CH:12][C:6]=2[C:5]2[CH:21]=[C:22]([C:29]([CH3:32])([CH3:31])[CH3:30])[CH:23]=[C:24]([C:25]([CH3:28])([CH3:27])[CH3:26])[C:4]=2[O:3]1.[OH2:33].C(N(CC)CC)C>C1(C)C=CC=CC=1>[O:33]=[PH:2]1[O:8][C:7]2[C:9]([C:17]([CH3:20])([CH3:19])[CH3:18])=[CH:10][C:11]([C:13]([CH3:16])([CH3:15])[CH3:14])=[CH:12][C:6]=2[C:5]2[CH:21]=[C:22]([C:29]([CH3:32])([CH3:31])[CH3:30])[CH:23]=[C:24]([C:25]([CH3:28])([CH3:27])[CH3:26])[C:4]=2[O:3]1

Participants

5

Reactant 3

HCID 962WaterHCID 8471TriethylamineHCID 109836102,4,8,10-Tetra-tert-butyl-6-chlorodibenzo[d,f][1,3,2]dioxaphosphepine

Product 1

HCID 178440575HCID 178440575, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 6.32 g (13 mmol) of the compound of Example 1 in 150 mL of toluene at ambient temperature is added dropwise a solution of 0.24 mL (13 mmol) of distilled water in 3.0 mL (22 mmol) of triethylamine. After the addition is complete, the reaction mixture is stirred at ambient temperature for 15 minutes. The reaction solvent is removed in vacue and the reaction mass is then recrystallized twice with 50 mL of acetonitrile. The recrystallization solvent is removed under vacuum and the residue is dried under vacuum to afford the title compound in a yield of 5.2 g (86.3%) as an off-white solid melting at 218° C.

Workup

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

Sources & evidence

ORD record
ord-e7af5b3f34ab464b8da0fbfbd48eecd3
Source dataset
uspto-grants-1995_12
Patent number
US05475042

Reaction notes

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