Sodium Chloride → HCID 13174771、化合物

HRID 2109355ノート

反応式

HRID 2109355 の反応式
[C:1]1([CH:7]([O:14][C:15]([CH:17]2[N:21]3[C:22](=[O:26])[C:23](Br)(Br)[C@H:20]3[S:19](=[O:27])[C:18]2([CH3:29])[CH3:28])=[O:16])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Bi].[Cl-].[Na+].[Al]>ClCCl.CO>[C:1]1([CH:7]([O:14][C:15]([CH:17]2[N:21]3[C:22](=[O:26])[CH2:23][C@H:20]3[S:19](=[O:27])[C:18]2([CH3:29])[CH3:28])=[O:16])[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

7

反応物 4

HCID 5234Sodium ChlorideHCID 5359268AluminumHCID 5359367BismuthHCID 14096412HCID 14096412、化合物3 回

生成物 1

HCID 13174771HCID 13174771、化合物

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
22.5 °C

実験手順

A 86.6 g quantity of 6,6-dibromo-2,2-dimethylpenam-3-carboxylic acid 1-oxide diphenylmethyl ester (Compound 1) [compound of the formula (1) wherein X═Y═Br, R=diphenylmethyl, n=1] was dissolved in 300 mL of dichloromethane. To the solution was added 36 mL of methanol with stirring and then added a suspension of 1.05 g of metal bismuth in 112 mL of 20% aqueous solution of sodium chloride. While maintaining at 20 to 25° C., to the mixture was added 10 g of aluminum powder, each 1 g, at intervals of 10 minutes, thereafter the mixture was refluxed with heating. After 23.5 hours, the reaction mixture was cooled to room temperature, an organic layer was separated and washed with diluted hydrochloric acid and 5% aqueous solution of sodium chloride. The organic layer was concentrated to give 2,2-dimethylpenam-3-carboxylic acid 1-oxide diphenylmethyl ester (Compound 2) [compound of the formula (2) wherein R=diphenylmethyl, n=1].

後処理

  1. additionadded
  2. temperatureeach 1 g, at intervals of 10 minutes, thereafter the mixture was refluxed
  3. temperaturewith heating
  4. temperaturethe reaction mixture was cooled to room temperature
  5. customan organic layer was separated
  6. washwashed with diluted hydrochloric acid and 5% aqueous solution of sodium chloride
  7. concentrationThe organic layer was concentrated

出典と根拠

ORDレコード
ord-34e8bbf76a3d4992877a8265a3b2797f
出典データセット
uspto-grants-2009_04
特許番号
US07514553B2

反応ノート

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