Water → 1,1-Difluoro-1-(4-chlorophenyl)-3-iodo-2-propene

HRID 54252

反応式

HRID 54252 の反応式
[F:1][C:2]([F:12])([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)[CH:3]=O.[CH:13](I)(I)[I:14].O>O1CCCC1.[Cl-].[Cl-].[Cr+2]>[F:1][C:2]([F:12])([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)[CH:3]=[CH:13][I:14]

参加物

6

反応物 3

HCID 962WaterHCID 6374IodoformHCID 23237846Difluoro-4-chlorophenylacetaldehyde

生成物 1

HCID 544227251,1-Difluoro-1-(4-chlorophenyl)-3-iodo-2-propene

試薬・触媒・溶媒 2

HCID 10197677chromium(II) dichloride触媒HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

Under a nitrogen atmosphere, a stirred suspension of 29.5 grams (0.24 mole) of anhydrous chromium(II) dichloride in 400 mL of tetrahydrofuran is cooled to 0° C., and a solution of 7.6 grams (0.04 mole) of difluoro-4-chlorophenylacetaldehyde and 31.5 grams (0.08 mole) of iodoform in 200 mL of tetrahydrofuran is added dropwise. Upon completion of addition, the reaction mixture is stirred at 0° C. for three hours. After this time the reaction mixture is poured into about 1200 mL of water, and the mixture is extracted with three 150 mL portions of diethyl ether. The combined extracts are dried with sodium sulfate and filtered. The filtrate is concentrated under reduced pressure, yielding 1,1-difluoro-1-(4-chlorophenyl)-3-iodo-2-propene.

後処理

  1. additionUpon completion of addition
  2. extractionthe mixture is extracted with three 150 mL portions of diethyl ether
  3. dry with materialThe combined extracts are dried with sodium sulfate
  4. filtrationfiltered
  5. concentrationThe filtrate is concentrated under reduced pressure

出典と根拠

ORDレコード
ord-f7b1f32886c146759c5c2f973d915276
出典データセット
uspto-grants-1997_04
特許番号
US05622954

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