HCID 86752406, compound → HCID 53796980, compound

HRID 481823Notes

Reaction equation

Cl[P:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[C:5]2[CH:12]=[CH:13][CH:14]=[C:15]([CH:16]3[CH2:21][CH:20]=[CH:19][CH:18]=[CH:17]3)[C:4]=2[O:3]1.[C:22]1([Mg]Br)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CC1C=CC=CC=1C.C(OCC)C>[C:22]1([P:2]([C:4]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:5]=2)[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[C:5]2[CH:12]=[CH:13][CH:14]=[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:4]=2[OH:3])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

Conditions

Temperature: 120 °C

Procedure

23.5 g (0.1 mol) of 6-chloro-6H-4-phenyl-dibenz[c,e][1,2]-oxaphosphorine in 120 ml of anhydrous o-xylene at 80° C. are introduced, in an argon atmosphere with stirring, and a solution of 0.25 mol of phenylmagnesium bromide in 100 ml of diethyl ether is added dropwise. Diethyl ether is distilled off and the temperature slowly increased to 120° C. in the course of this. The mixture is then stirred for 3 hours at 120° C., cooled to room temperature and 100 ml of water are added. The mixture is neutralized with dilute hydrochloric acid, the organic phase is separated off, dried with sodium sulfate and concentrated under reduced pressure. 40.0 g of colorless viscous oil are obtained.

Workup

distillationDiethyl ether is distilled off
stirringThe mixture is then stirred for 3 hours at 120° C.
temperaturecooled to room temperature
addition100 ml of water are added
customthe organic phase is separated off
dry with materialdried with sodium sulfate
concentrationconcentrated under reduced pressure

Sources & evidence

ORD record: ord-e30cf38a2b9b47148be616c5f770e088
Source dataset: uspto-grants-1998_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05789623

Reaction notes

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