Hydrochloric Acid → HCID 19067345, compound

HRID 481819Notes

Reaction equation

HRID 481819 reaction equation
Cl[P:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[C:5]2[C:12]3[C:17]([CH:18]=[CH:19][C:4]=2O1)=CC=CC=3.[F:20][C:21]1[CH:22]=[C:23]([Mg]Br)[CH:24]=[CH:25][CH:26]=1.[OH2:29].Cl>CC1C=CC=CC=1C>[F:20][C:21]1[CH:22]=[C:23]([P:2]([C:23]2[CH:24]=[CH:25][CH:26]=[C:21]([F:20])[CH:22]=2)[C:7]2[CH:8]=[CH:9][C:10]3[C:11](=[CH:19][CH:4]=[CH:5][CH:6]=3)[C:6]=2[C:5]2[CH:12]=[CH:17][CH:18]=[CH:19][C:4]=2[OH:29])[CH:24]=[CH:25][CH:26]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 19067295HCID 19067295, compoundHCID 178505773HCID 178505773, compound

Product 1

HCID 19067345HCID 19067345, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent2×

Procedure

8.5 g (30 mmol) of 5-chloro-5H-benzo[c]naphth[1,2-e][1,2]-oxa-phosphorine in 50 ml of anhydrous o-xylene at 80° C. are introduced, in an argon atmosphere with stirring, and a solution of 70 mmol of 3-fluorophenylmagnesium bromide in 80 ml of o-xylene is added dropwise. The temperature increases in the course of this from 80° to 90° C. The mixture is then stirred for 1 hour at 110° C. The mixture is 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. 19.0 g of colorless oil are obtained.

Workup

  1. temperatureThe temperature increases in the course of this from 80° to 90° C
  2. stirringThe mixture is then stirred for 1 hour at 110° C
  3. customthe organic phase is separated off
  4. dry with materialdried with sodium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b1d48c688a2c4ec0bd80d8d6d7cf1131
Source dataset
uspto-grants-1998_08
Patent number
US05789623

Reaction notes

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