Methanesulfonyl chloride → 3,4,5-Trimethoxybenzyl Mesylate

HRID 2230523

반응식

HRID 2230523 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 184645913,4,5-Trimethoxybenzyl Mesylate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c19021a5fb774b10b40a5e506d354244
출처 데이터셋
uspto-grants-2002_07
특허 번호
US06423704B1

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