Benzaldehyde → HCID 10977131、化合物

HRID 1267653ノート

反応式

HRID 1267653 の反応式
N[C@H](C=O)CCSC.[Na].[CH:10](=O)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[Br-].[Br:19][CH2:20][CH2:21][CH2:22][CH2:23][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>CC(O)C>[Br:19][CH2:20][CH2:21][CH2:22]/[CH:23]=[CH:10]/[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

参加物

6

反応物 4

HCID 240BenzaldehydeHCID 446793Methionin ALHCID 2733851(4-Bromobutyl)triphenylphosphanium bromideHCID 5360545Sodium

生成物 1

HCID 10977131HCID 10977131、化合物

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
70 °C

実験手順

Metal sodium (303 mg) was added to dry 2-propanol (30 mL), and the mixture was stirred at 70° C. After the sodium was dissolved, benzaldehyde (1.0 g) was added to the solution at 0° C., 4-bromobutyltriphenylphosphonium bromide (5.4 g) was then added, and the mixture was gradually warmed to room temperature. After 5 hours, the reaction mixture was concentrated under reduced pressure, ethyl acetate was added to the residue, and the resultant mixture was washed with water and saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was then purified by column chromatography on silica gel (hexane) to obtain the title compound.

後処理

  1. temperaturethe mixture was gradually warmed to room temperature
  2. concentrationthe reaction mixture was concentrated under reduced pressure, ethyl acetate
  3. additionwas added to the residue
  4. washthe resultant mixture was washed with water and saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was then purified by column chromatography on silica gel (hexane)

出典と根拠

ORDレコード
ord-9d2367d9d44b456fac0bc0d0bb752681
出典データセット
uspto-grants-2003_04
特許番号
US06552188B2

反応ノート

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