Hydrochloric Acid → 6-Bromo-4,5,8-trimethylthiochroman-4-ol

HRID 368942ノート

反応式

HRID 368942 の反応式
[CH3:1]Br.[Mg].[Br:4][C:5]1[C:6]([CH3:17])=[C:7]2[C:12](=[C:13]([CH3:15])[CH:14]=1)[S:11][CH2:10][CH2:9][C:8]2=[O:16].Cl>O1CCCC1>[Br:4][C:5]1[C:6]([CH3:17])=[C:7]2[C:12](=[C:13]([CH3:15])[CH:14]=1)[S:11][CH2:10][CH2:9][C:8]2([CH3:1])[OH:16]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 152784955,8-Dimethyl-6-bromothiochroman-4-oneHCID 86584079Magnesium methylbromide

生成物 1

HCID 234506886-Bromo-4,5,8-trimethylthiochroman-4-ol収率 99%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A 300-ml three-necked flask was charged with 55 ml (55 mmol, 3 equivalents) of a 1 M solution of magnesium methyl bromide (MeMgBr) and 100 ml of tetrahydrofuran (THF), and the mixture was cooled with ice under nitrogen current. To this mixture was dropwise added a solution of 5.0 g (18.4 mmol) of 6-bromo-5,8-dimethylthiochroman-4-one in 15 ml of THF, and the mixture was stirred at room temperature for 3 hours and then refluxed for 2 hours. To the reaction mixture was added 5% HCl, and the mixture was extracted with ethyl acetate. The resultant organic layer was washed with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate, and the solvent was distilled off to give 5.2 g (yield 99%) of 6-bromo-4,5,8-trimethylthiochroman-4-ol.

後処理

  1. temperaturethe mixture was cooled with ice under nitrogen current
  2. temperaturerefluxed for 2 hours
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe resultant organic layer was washed with a saturated sodium chloride aqueous solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationthe solvent was distilled off

出典と根拠

ORDレコード
ord-c72f6a1ac9a44c759a161b75c84f8fde
出典データセット
uspto-grants-2000_10
特許番号
US06136755

反応ノート

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