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

HRID 54252

반응식

HRID 54252 반응식
[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]

참가 물질

6

반응물 3

HCID 962WaterHCID 6374IodoformHCID 23237846Difluoro-4-chlorophenylacetaldehyde

생성물 1

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

시약·촉매·용매 2

HCID 10197677chromium(II) dichloride촉매HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f7b1f32886c146759c5c2f973d915276
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05622954

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