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p-Toluenesulfonic acid monohydrate → HCID 86599621、化合物

HRID 505442
ノート
印刷プレビュー

反応式

HRID 505442 の反応式
C(OC([N:8]1[CH2:12][C@H:11]([OH:13])[CH2:10][C@H:9]1[C:14]#[N:15])=O)(C)(C)C.O.[CH3:17][C:18]1[CH:23]=[CH:22][C:21]([S:24]([OH:27])(=[O:26])=[O:25])=[CH:20][CH:19]=1>C(#N)C>[OH:13][C@H:11]1[CH2:12][NH:8][C@H:9]([C:14]#[N:15])[CH2:10]1.[CH3:17][C:18]1[CH:19]=[CH:20][C:21]([S:24]([O-:27])(=[O:26])=[O:25])=[CH:22][CH:23]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 24903573(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine

生成物 1

HCID 86599621HCID 86599621、化合物収率 74.2%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

6.40 g (30 mmol) of (2S,4R)-1-(tert-butoxycarbonyl)-4-hydroxy-pyrrolidine-2-carbonitrile was dissolved in 100 ml of acetonitrile and 8.56 g (45 mmol) of 4-methylbenzenesulphonic acid monohydrate was added to the solution. The mixture was stirred at room temperature for 24 hours and was evaporated under reduced pressure. 500 ml of diethyl ether was added to the resulting brown oil. It was stirred 10 minutes and kept in the refrigerator for a night. The resulting white crystalline material was filtered off and washed with diethyl ether. 6.31 g (73%) of the above product are obtained. M.p.: 110-113° C.

後処理

  1. customwas evaporated under reduced pressure
  2. addition500 ml of diethyl ether was added to the resulting brown oil
  3. stirringIt was stirred 10 minutes
  4. waitkept in the refrigerator for a night
  5. filtrationThe resulting white crystalline material was filtered off
  6. washwashed with diethyl ether

出典と根拠

ORDレコード
ord-2cda63b4719f4cb3886697187a10367a
出典データセット
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07781455B2

反応ノート

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