Hydrochloric Acid → [2-(Benzylsulfanyl)phenyl]methanol

HRID 545975

反応式

HRID 545975 の反応式
[CH2:1]([S:8][C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=1[C:11](O)=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].CO.Cl>O1CCCC1>[CH2:1]([S:8][C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=1[CH2:11][OH:12])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 2641822-(Benzylsulfanyl)benzoic acidHCID 21226445Aluminium lithium hydride

生成物 1

HCID 10977293[2-(Benzylsulfanyl)phenyl]methanol収率 63.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

反応条件

温度
0 °C

実験手順

To a solution of 2-benzylsulfanyl benzoic acid 3 (50 mg, 0.206 mmol) in THF at 0° C. was added LiAlH4 (0.62 mL of a 1.0 mL solution in THF, 0.62 mmol) and the mixture was stirred at 0° C. for 15 minutes then allowed to warm to room temperature. The solution was stirred for 2 hours. The mixture was cooled at 0° C. then methanol (MeOH) was added slowly followed by HCl (0.5N) and tetrahydrofuran (THF). The mixture was stirred at room temperature for 30 minutes. It was then concentrated to remove THF, extracted with CH2Cl2 (3×), dried over MgSO4, filtered and concentrated to give 30 mg of the product as a yellow oil.

後処理

  1. temperatureto warm to room temperature
  2. stirringThe solution was stirred for 2 hours
  3. temperatureThe mixture was cooled at 0° C.
  4. stirringThe mixture was stirred at room temperature for 30 minutes
  5. concentrationIt was then concentrated
  6. customto remove THF
  7. extractionextracted with CH2Cl2 (3×)
  8. dry with materialdried over MgSO4
  9. filtrationfiltered
  10. concentrationconcentrated

出典と根拠

ORDレコード
ord-7ac90b6a9f3b444691e04f82f4805811
出典データセット
uspto-grants-2011_05
特許番号
US07935825B2

関連ノート

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