Hydrochloric Acid → 2'-Hydroxy-2-[bis-(3-fluorophenyl)phosphino]biphenyl

HRID 481815

反応式

HRID 481815 の反応式
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]=[CH:15][C:4]=2[O:3]1.[F:16][C:17]1[CH:18]=[C:19]([Mg]Br)[CH:20]=[CH:21][CH:22]=1.O.Cl>O1CCCC1.C(OCC)(=O)C>[OH:3][C:4]1[CH:15]=[CH:14][CH:13]=[CH:12][C:5]=1[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[P:2]([C:21]1[CH:20]=[CH:19][CH:18]=[C:17]([F:16])[CH:22]=1)[C:21]1[CH:20]=[CH:19][CH:18]=[C:17]([F:16])[CH:22]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 898166H-Dibenz[c,e][1,2]oxaphosphorin, 6-chloro-HCID 178505773HCID 178505773、化合物

生成物 1

HCID 190673292'-Hydroxy-2-[bis-(3-fluorophenyl)phosphino]biphenyl収率 94.4%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

16.4 g (70 mmol) of 6-chloro-6H-dibenz[c,e][1,2]oxaphosphorine in 80 ml of anhydrous tetrahydrofuran are introduced, in an argon atmosphere with stirring, and a 2M solution of 140 mmol of 3-fluorophenylmagnesium bromide in tetrahydrofuran is added dropwise. The temperature increases in the course of this from 25° to 45° C. The mixture is then stirred for 12 hours at 65° C., cooled to room temperature and 100 ml of water and 100 ml of ethyl acetate 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. 25.8 g of colorless oil are obtained. By crystallization with methanol/water, 10:1, 19.8 g (71%) of colorless crystals having melting point 161° to 163° C. are obtained.

後処理

  1. temperatureThe temperature increases in the course of this from 25° to 45° C
  2. stirringThe mixture is then stirred for 12 hours at 65° C.
  3. customthe organic phase is separated off
  4. dry with materialdried with sodium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-1a9e888934264b38a28efb4b76071477
出典データセット
uspto-grants-1998_08
特許番号
US05789623

関連ノート

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