Dimethyl Sulfide → HCID 86697530、化合物

HRID 626838ノート

反応式

HRID 626838 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 86697530HCID 86697530、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e212cd4a1976447f86e89094e55f1fff
出典データセット
uspto-grants-2016_04
特許番号
US09309251B2

反応ノート

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