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Hydrochloric Acid → 2-Fluorodecyl p-toluenesulfonate

HRID 1728512
ノート
印刷プレビュー

反応式

HRID 1728512 の反応式
[F:1][CH:2]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[CH2:3][OH:4].N1C=CC=CC=1.[C:19]1([CH3:29])[CH:24]=[CH:23][C:22]([S:25](Cl)(=[O:27])=[O:26])=[CH:21][CH:20]=1.Cl>O>[C:19]1([CH3:29])[CH:24]=[CH:23][C:22]([S:25]([O:4][CH2:3][CH:2]([F:1])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])(=[O:27])=[O:26])=[CH:21][CH:20]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 110844191-Decanol, 2-fluoro-

生成物 1

HCID 189458582-Fluorodecyl p-toluenesulfonate収率 72.2%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

17 g of 2-fluorodecanol and 60 ml of pyridine were charged into a 300 ml three-necked round bottom flask and cooled to 0° C. to which 24 g of p-toluenesulfonyl chloride was added in 15 min. The system was held at 0° C. for 1 hour and then subjected to reaction for 7 hours while being held below 20° C. Then, the mixture was charged into water and acidified with hydrochloric acid, followed by extraction with dichloromethane. The organic layer was washed with water, dried with magnesium sulfate and then purified by silica gel chromatography with the use of dichloromethane as the eluent to obtain 23 g of 2-fluorodecyl p-toluenesulfonate.

後処理

  1. additionwas added in 15 min
  2. customsubjected to reaction for 7 hours
  3. customwhile being held below 20° C
  4. extractionfollowed by extraction with dichloromethane
  5. washThe organic layer was washed with water
  6. dry with materialdried with magnesium sulfate
  7. custompurified by silica gel chromatography with the use of dichloromethane as the eluent

出典と根拠

ORDレコード
ord-112d56e2206a4530aa19d7749bec2253
出典データセット
uspto-grants-1994_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05328639

反応ノート

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