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Water → (Z)-3,5-dichloro-1-(3,3-dichloro-2-propenyloxy)-4-(4-(3-chloro-4,4,4-trifluoro-2-butenyloxy)butyloxy)benzene

HRID 369659
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인쇄 미리보기

반응식

HRID 369659 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([O:23][CH2:24][CH:25]=[C:26]([Cl:28])[Cl:27])[CH:5]=[C:6]([Cl:22])[C:7]=1[O:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][CH2:14][CH:15](O)[C:16]([Cl:20])=[C:17]([F:19])[F:18].C(N(S(F)(F)[F:35])CC)C.O>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]([O:23][CH2:24][CH:25]=[C:26]([Cl:28])[Cl:27])[CH:5]=[C:6]([Cl:22])[C:7]=1[O:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][CH2:14]/[CH:15]=[C:16](\[Cl:20])/[C:17]([F:35])([F:19])[F:18]
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참가 물질

5

반응물 3

HCID 962WaterHCID 123472(Diethylamino)sulfur trifluorideHCID 232823613,5-Dichloro-1-(3,3-dichloro-2-propenyloxy)-4-(4-(3-chloro-4,4-difluoro-2-hydroxy-3-butenyloxy)butyloxy)benzene

생성물 1

HCID 23282399(Z)-3,5-dichloro-1-(3,3-dichloro-2-propenyloxy)-4-(4-(3-chloro-4,4,4-trifluoro-2-butenyloxy)butyloxy)benzene수율 55.3%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매
2회

반응 조건

온도
-78 °C

실험 절차

A solution of 0.36 g of 3,5-dichloro-1-(3,3-dichloro-2-propenyloxy)-4-(4-(3-chloro-4,4-difluoro-2-hydroxy-3-butenyloxy)butyloxy)benzene in 5 ml of dichloromethane was slowly added dropwise to a solution of 0.12 g of diethylaminosulfur trifluoride (DAST) in 10 ml of dichloromethane with stirring at -78° C. After complement of the dropwise addition, the reaction mixture was returned to room temperature over 30 minutes and poured into water. The dichloromethane layer was separated, washed with water, dried over magnesium sulfate and then evaporated to give a crude product. The crude product was subjected to silica gel chromatography, which afforded 0.20 g of (Z)-3,5-dichloro-1-(3,3-dichloro-2-propenyloxy)-4-(4-(3-chloro-4,4,4-trifluoro-2-butenyloxy)butyloxy)benzene (yield, 55%), nD23.7 1.5160.

후처리

  1. additionAfter complement of the dropwise addition
  2. customThe dichloromethane layer was separated
  3. washwashed with water
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. customto give a crude product

출처 및 근거

ORD 기록
ord-70b956be9386450486f29221aba451ad
출처 데이터셋
uspto-grants-2000_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06140274

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