Water → 2-(Pyrid-2-yl)-tetrahydrothiopyran

HRID 1701893ノート

反応式

HRID 1701893 の反応式
Cl[CH2:2][CH2:3][CH2:4][CH2:5][S:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1.CC(C)([O-])C.[K+].CN(P(N(C)C)(N(C)C)=O)C.O>O1CCCC1.C(OCC)C>[N:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[CH:7]1[CH2:2][CH2:3][CH2:4][CH2:5][S:6]1

参加物

7

反応物 4

HCID 962WaterHCID 12679HexamethylphosphoramideHCID 9990871Pyrid-2-ylmethyl 4-chlorobutyl sulphideHCID 23665647Potassium tert-butoxide2 回

生成物 1

HCID 137206342-(Pyrid-2-yl)-tetrahydrothiopyran収率 74.3%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of pyrid-2-ylmethyl 4-chlorobutyl sulphide (82 g) in anhydrous tetrahydrofuran (100 cc) is added dropwise, in the course of 15 minutes and whilst keeping the temperature below 30° C., to a solution of potassium tert.-butoxide (66 g) in a mixture of anhydrous hexamethylphosphorotriamide (100 cc) and anhydrous tetrahydrofuran (530 cc). After stirring for 1 hour at a temperature of about 20° C., potassium tert.-butoxide (20 g) is added and stirring is continued for 45 minutes at the same temperature. The reaction mixture is added to a mixture of distilled water (1000 cc) and diethyl ether (600 cc); after decantation, the aqueous phase is extracted twice with diethyl ether (400 cc in total). The ether extracts are combined, washed three times with distilled water (3000 cc in total), dried over anhydrous sodium sulphate and filtered and the filtrate is concentrated under reduced pressure (20 mm Hg; 2.7 kPa) at 35° C. 2-(Pyrid-2-yl)-tetrahydrothiopyran (50.6 g) is thus obtained in the form of a brown oil.

後処理

  1. customthe temperature below 30° C.
  2. additionis added
  3. extractionafter decantation, the aqueous phase is extracted twice with diethyl ether (400 cc in total)
  4. washwashed three times with distilled water (3000 cc in total)
  5. dry with materialdried over anhydrous sodium sulphate
  6. filtrationfiltered
  7. concentrationthe filtrate is concentrated under reduced pressure (20 mm Hg; 2.7 kPa) at 35° C

出典と根拠

ORDレコード
ord-b2344d1fc0184ddf9c2a88c5098e9428
出典データセット
uspto-grants-1983_04
特許番号
US04379154

反応ノート

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