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 2259850Notes

Reaction equation

HRID 2259850 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-5863ebd1748e43c6b383857addda3f3f
Source dataset
uspto-grants-1995_12
Patent number
US05475042

Reaction notes

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