Dimethyl Sulfide → HCID 86697530, 화합물

HRID 626838노트

반응식

HRID 626838 반응식
[Cl:1][C:2]1[CH:18]=[C:17]([CH:19]([OH:21])[CH3:20])[C:5]([O:6][CH2:7][CH2:8][NH:9][C:10](=[O:16])[O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[C:4]([CH:22]=C)[C:3]=1[C:24]#[N:25].[O:26]=[O+][O-].CSC>C(Cl)Cl>[Cl:1][C:2]1[CH:18]=[C:17]([CH:19]([OH:21])[CH3:20])[C:5]([O:6][CH2:7][CH2:8][NH:9][C:10](=[O:16])[O:11][C:12]([CH3:14])([CH3:15])[CH3:13])=[C:4]([CH:22]=[O:26])[C:3]=1[C:24]#[N:25]

참가 물질

5

반응물 3

HCID 1068Dimethyl SulfideHCID 24823OzoneHCID 86697529Tert-butyl {2-[4-chloro-3-cyano-6-(1-hydroxyethyl)-2-vinylphenoxy]ethyl}carbamate

생성물 1

HCID 86697530HCID 86697530, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Tert-butyl {2-[4-chloro-3-cyano-6-(1-hydroxyethyl)-2-vinylphenoxy]ethyl}carbamate (1.6 g, 4.4 mmol) was dissolved in methylene chloride (1.2 mL) cooled in a dry ice acetone bath and ozone/oxygen was bubbled through the solution until a persistent blue color remained. The reaction was purged with oxygen and nitrogen to remove excess ozone and dimethyl sulfide (0.80 mL, 11 mmol) was added to reduce the ozonide. After stirring for 1 h, the reaction was complete. This was concentrated in vacuo to give a residue give tert-butyl {2-[4-chloro-3-cyano-2-formyl-6-(1-hydroxyethyl)phenoxy]ethyl}carbamate. LCMS calculated for C17H21ClN2O5Na (M+Na)+: m/z=391.1; found: 391.1.

후처리

  1. temperaturecooled in a dry ice acetone bath
  2. customozone/oxygen was bubbled through the solution until a persistent blue color
  3. customThe reaction was purged with oxygen and nitrogen
  4. additionwas added
  5. concentrationThis was concentrated in vacuo
  6. customto give a residue

출처 및 근거

ORD 기록
ord-e212cd4a1976447f86e89094e55f1fff
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309251B2

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