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Diiodomethane → HCID 71243330, 화합물

HRID 2201665
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HRID 2201665 반응식
[CH2:1]([Zn]CC)C.C(O)(C(F)(F)F)=O.ICI.[CH2:16]=[C:17]1[CH2:22][CH2:21][CH:20]([CH2:23][NH:24][C:25](=[O:34])[O:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:19][CH2:18]1.[Cl-].[NH4+]>C(Cl)Cl>[CH2:1]1[C:17]2([CH2:22][CH2:21][CH:20]([CH2:23][NH:24][C:25](=[O:34])[O:26][CH2:27][C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)[CH2:19][CH2:18]2)[CH2:16]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 6346DiiodomethaneHCID 6422Trifluoroacetic acidHCID 25517Ammonium ChlorideHCID 86723565HCID 86723565, 화합물HCID 178418750HCID 178418750, 화합물

생성물 1

HCID 71243330HCID 71243330, 화합물수율 86.9%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매
2회

실험 절차

Diethyl zinc (25 mL, 1M hexane solution) was slowly added to 100 mL of anhydrous DCM at −40° C. under nitrogen, and further slowly added TFA (2.85 g, 0.025 mol) and reacted for 0.5 h, then diiodomethane (6.67 g, 0.025 mol) was slowly added thereto. The reaction was continued for 0.5 h, then Compound 8-4 (3 g, 0.012 mol) was dissolved in 20 mL of anhydrous DCM and added dropwise to the reaction mixture under nitrogen, reacted overnight at −5° C., added saturated ammonium chloride solution to quench the reaction, followed by liquid separated, the organic phase was concentrated and purified by column chromatography (petroleum ether/ethyl acetate=10:1) to give Compound 8-5 as a white solid (2.85 g, yield 86.9%).

후처리

  1. additionadded dropwise to the reaction mixture under nitrogen
  2. customreacted overnight at −5° C.
  3. customto quench
  4. customthe reaction
  5. customseparated
  6. concentrationthe organic phase was concentrated
  7. custompurified by column chromatography (petroleum ether/ethyl acetate=10:1)

출처 및 근거

ORD 기록
ord-d1bc944cc7214d48a9334992bdf00e3b
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09365499B2

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