Methanesulfonyl chloride → 3,4,5-Trimethoxybenzyl Mesylate

HRID 2230523

反応式

HRID 2230523 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:13][CH3:14])[C:10]=1[O:11][CH3:12])[CH2:6][OH:7].C(N(CC)C(C)C)(C)C.[CH3:24][S:25](Cl)(=[O:27])=[O:26]>C(#N)C>[S:25]([O:7][CH2:6][C:5]1[CH:8]=[C:9]([O:13][CH3:14])[C:10]([O:11][CH3:12])=[C:3]([O:2][CH3:1])[CH:4]=1)(=[O:27])(=[O:26])[CH3:24]

参加物

5

反応物 3

HCID 31297Methanesulfonyl chlorideHCID 774493,4,5-Trimethoxybenzyl alcoholHCID 81531Diisopropylethylamine

生成物 1

HCID 184645913,4,5-Trimethoxybenzyl Mesylate

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Combine 3,4,5-trimethoxybenzyl alcohol (9.0 g, 45.4 mmol), N,N-diisopropylethylamine (12.9 g, 100 mmol), and acetonitrile (60 mL). Cool in an ice bath. Add methanesulfonyl chloride (6.76 g, 49.0 mmol). After 2 hours, partition the reaction mixture between water and ethyl acetate. Separate the layers and extract the organic layer with 1 M hydrochloric acid solution and them a saturated solution of sodium bicarbonate. Dry the organic layer over Na2SO4, filter, and evaporate in vacuo to give the title compound.

後処理

  1. temperatureCool in an ice bath
  2. custompartition the reaction mixture between water and ethyl acetate
  3. customSeparate the layers
  4. extractionextract the organic layer with 1 M hydrochloric acid solution and them a saturated solution of sodium bicarbonate
  5. dry with materialDry the organic layer over Na2SO4
  6. filtrationfilter
  7. customevaporate in vacuo

出典と根拠

ORDレコード
ord-c19021a5fb774b10b40a5e506d354244
出典データセット
uspto-grants-2002_07
特許番号
US06423704B1

関連ノート

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