Benzoyl chloride, 3,4,5-trimethoxy- → 6-(3,4,5-Trimethoxybenzoyl)-(6H)-dibenz[c,e][1,2]oxaphosphorin 6-oxide

HRID 1085369Notes

Reaction equation

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

Participants

Conditions

Temperature: 115 °C

Procedure

35.6 g (0.154 mol) of 3,4,5-trimethoxybenzoyl chloride were warmed to 100° C. under a nitrogen atmosphere. 35.5 g (0.154 mol) of 6-methoxy-(6H)-dibenz[c,e][1,2]oxaphosphorin were then added dropwise while stirring, and the temperature was increased to 115° C. When the reaction was complete, 70 ml of toluene were added at 90° C., and the mixture was then cooled further. After crystallization, 44 g (70% of theory) of the abovementioned compound of melting point 147° to 149° C. were obtained.

Workup

temperaturethe mixture was then cooled further
customAfter crystallization, 44 g (70% of theory) of the abovementioned compound of melting point 147° to 149° C.
customwere obtained

Sources & evidence

ORD record: ord-22b44172d1a14189bb4c916e06901ce7
Source dataset: uspto-grants-1991_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05008426

Reaction notes

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