Chlorosulfonic acid → 4-Methoxy-3-(propan-2-yl)benzene-1-sulfonyl chloride

HRID 352554ノート

反応式

HRID 352554 の反応式
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[O:10][CH3:11])([CH3:3])[CH3:2].[Cl:12][S:13](O)(=[O:15])=[O:14]>C(Cl)Cl>[Cl:12][S:13]([C:8]1[CH:7]=[CH:6][C:5]([O:10][CH3:11])=[C:4]([CH:1]([CH3:3])[CH3:2])[CH:9]=1)(=[O:15])=[O:14]

参加物

4

反応物 2

HCID 24638Chlorosulfonic acidHCID 2706232-Isopropylanisole

生成物 1

HCID 227120844-Methoxy-3-(propan-2-yl)benzene-1-sulfonyl chloride

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 2-isopropylanisole (0.40 g, 2.66 mmol) in CH2Cl2 (9 mL) cooled with an ice water bath was added slowly chlorosulfonic acid (4 mL). After 1.5 h of cooling, the mixture was poured into a flask containing ice (25 g). The product was extracted with CH2Cl2 (50 mL). The organic extract was washed with brine (25 mL), dried (Na2SO4), filtered and concentrated in vacuo to afford 0.62 g of grayish oil as crude product. The crude product was purified by chromatography using the ISCO Combiflash SQ16x system (0 to 20% EtOAc in hexane, 20 min gradient, 35 g Redisep silica gel column) to give 0.56 g (84%) of compound 50a as a clear oil.

後処理

  1. temperatureAfter 1.5 h of cooling
  2. additionthe mixture was poured into a flask
  3. extractionThe product was extracted with CH2Cl2 (50 mL)
  4. extractionThe organic extract
  5. washwas washed with brine (25 mL)
  6. dry with materialdried (Na2SO4)
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-0c5f2fbd40dc460cba103413696a4d0a
出典データセット
uspto-grants-2004_06
特許番号
US06747048B2

反応ノート

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