Triethylamine → 6-{[2,4,8,10-Tetra-tert-butyl-12H-dibenzo[d,g][1,3,2]dioxaphosphocin-6-yl]oxy}-2,4,8,10-tetra-tert-butyl-12H-dibenzo[d,g][1,3,2]dioxaphosphocin

HRID 342391Notes

Reaction equation

HRID 342391 reaction equation
[O:1]=[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.Cl[P:35]1[O:42][C:41]2[C:43]([C:51]([CH3:54])([CH3:53])[CH3:52])=[CH:44][C:45]([C:47]([CH3:50])([CH3:49])[CH3:48])=[CH:46][C:40]=2[CH2:39][C:38]2[CH:55]=[C:56]([C:63]([CH3:66])([CH3:65])[CH3:64])[CH:57]=[C:58]([C:59]([CH3:62])([CH3:61])[CH3:60])[C:37]=2[O:36]1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[C:14]([C:12]1[CH:11]=[C:10]([C:18]([CH3:19])([CH3:20])[CH3:21])[C:8]2[O:9][P:2]([O:1][P:35]3[O:42][C:41]4[C:43]([C:51]([CH3:52])([CH3:53])[CH3:54])=[CH:44][C:45]([C:47]([CH3:50])([CH3:48])[CH3:49])=[CH:46][C:40]=4[CH2:39][C:38]4[CH:55]=[C:56]([C:63]([CH3:66])([CH3:65])[CH3:64])[CH:57]=[C:58]([C:59]([CH3:62])([CH3:61])[CH3:60])[C:37]=4[O:36]3)[O:3][C:4]3[C:25]([C:26]([CH3:29])([CH3:28])[CH3:27])=[CH:24][C:23]([C:30]([CH3:33])([CH3:32])[CH3:31])=[CH:22][C:5]=3[CH2:6][C:7]=2[CH:13]=1)([CH3:17])([CH3:15])[CH3:16]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 128566622,4,8,10-tetrakis(tert-butyl)-6-chloro-12H-dibenzo[d,g][1,3,2]dioxaphosphocinHCID 178440576HCID 178440576, compound

Product 1

HCID 883982716-{[2,4,8,10-Tetra-tert-butyl-12H-dibenzo[d,g][1,3,2]dioxaphosphocin-6-yl]oxy}-2,4,8,10-tetra-tert-butyl-12H-dibenzo[d,g][1,3,2]dioxaphosphocin

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 2.0 g (4.3 mmol) of the compound of Example 5 in 150 mL of toluene is added 2.1 g (4.3 mmol) of the compound of Example 4 and 3.0 mL (22 mmol) of triethylamine at ambient temperature. The reaction mixture is stirred at room temperature for 14 hours. The solvent is removed under vacuum and the residue is recrystallized twice from acetonitrile to give the title compound as a white solid melting at 249°-252° C.

Workup

  1. customThe solvent is removed under vacuum
  2. customthe residue is recrystallized twice from acetonitrile

Sources & evidence

ORD record
ord-f32b108e94b143088f655bf038c218d7
Source dataset
uspto-grants-1999_01
Patent number
US05858905

Reaction notes

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