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Triethylamine → HCID 86590533、化合物

HRID 722272
ノート
印刷プレビュー

反応式

HRID 722272 の反応式
[NH2:1][C@@H:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][C@@H:3]1[OH:11].C(N(CC)CC)C.[CH3:19][S:20](Cl)(=[O:22])=[O:21]>C1COCC1>[CH3:19][S:20]([NH:1][C@@H:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][C@@H:3]1[O:11][S:20]([CH3:19])(=[O:22])=[O:21])(=[O:22])=[O:21]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 2725045(1R,2S)-(+)-cis-1-Amino-2-indanol

生成物 1

HCID 86590533HCID 86590533、化合物収率 93.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

(1R,2S)-1-Amino-2-hydroxyindan (3.0 g, 20mmol) was dissolved in dry THF (40 ml) and triethylamine (8.4 ml, 60.0 mmol) at 10° C. Methane sulphonyl chloride (5.0 g, 44.0 mmol) dissolved in THF (10 ml) was added at such a rate that the internal temperature remained below 15° C. Following the addition the mixture was stirred at room temperature for 20 hours and then evaporated. To the residue was added EtOAc (100 ml) and the mixture washed with saturated aqueous sodium bicarbonate and then water. The organic solution was dried over magnesium sulphate and evaporated to give (1R,2S)-1-methanesulphonamido-2-methylsulphonyloxyindan (5.7 g, 93%) as a pale yellow solid.

後処理

  1. customat 10° C
  2. additionwas added at such a rate that the internal temperature
  3. customremained below 15° C
  4. additionthe addition the mixture
  5. customevaporated
  6. additionTo the residue was added EtOAc (100 ml)
  7. washthe mixture washed with saturated aqueous sodium bicarbonate
  8. dry with materialThe organic solution was dried over magnesium sulphate
  9. customevaporated

出典と根拠

ORDレコード
ord-5776be297d7a4a7bb609a747ebe23c39
出典データセット
uspto-grants-2006_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07138415B2

反応ノート

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