Triethylamine → (E)-1-Chloro-4-(2-tosylvinyl)benzene

HRID 623722노트

반응식

HRID 623722 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](I)[CH2:9][S:10]([C:13]2[CH:19]=[CH:18][C:16]([CH3:17])=[CH:15][CH:14]=2)(=[O:12])=[O:11])=[CH:4][CH:3]=1.CCN(CC)CC>CC#N>[Cl:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[S:10]([C:13]2[CH:14]=[CH:15][C:16]([CH3:17])=[CH:18][CH:19]=2)(=[O:11])=[O:12])=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 8471TriethylamineHCID 86711813HCID 86711813, 화합물

생성물 1

HCID 10979228(E)-1-Chloro-4-(2-tosylvinyl)benzene수율 96%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

1-Chloro-4-(1-iodo-2-tosylethyl)benzene (28.5 g, 67.7 mmol) was dissolved in dry MeCN (376 mL) followed by addition of Et3N (18.83 mL, 135 mmol) and the mixture was stirred at room temperature for 1 h. Then the solvent was evaporated under reduced pressure and the residue partitioned between DCM (400 mL) and 1M aqueous KHSO4 (300 mL). The layers were separated and the organic phase was dried over Na2SO4, filtered and evaporated to dryness under reduced pressure to afford 19 g (96%) of the desired product.

후처리

  1. customThen the solvent was evaporated under reduced pressure
  2. customthe residue partitioned between DCM (400 mL) and 1M aqueous KHSO4 (300 mL)
  3. customThe layers were separated
  4. dry with materialthe organic phase was dried over Na2SO4
  5. filtrationfiltered
  6. customevaporated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-54e42c48060c417fb8cb1a0a23734422
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09302988B2

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