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Cyanamidnatrium → HCID 67053798、化合物

HRID 2171740
ノート
印刷プレビュー

反応式

HRID 2171740 の反応式
[N:1]#[C:2][NH2:3].[Na].[CH3:5][C:6]1([CH3:21])[CH2:15][CH2:14][CH2:13][C:12]2[CH:11]=[C:10]([O:16][CH2:17][C@@H:18]3[CH2:20][O:19]3)[CH:9]=[CH:8][C:7]1=2>CO>[CH3:21][C:6]1([CH3:5])[CH2:15][CH2:14][CH2:13][C:12]2[CH:11]=[C:10]([O:16][CH2:17][CH:18]3[O:19][C:2]([NH2:3])=[N:1][CH2:20]3)[CH:9]=[CH:8][C:7]1=2
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 57375518CyanamidnatriumHCID 86668127HCID 86668127、化合物

生成物 1

HCID 67053798HCID 67053798、化合物収率 46.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a vigorously stirred solution of sodium hydrogen cyanamide (0.52 g, 7.9 mmol) in methanol (20 mL) was added slowly (S)-2-(5,5-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-yloxymethyl)-oxirane (1.8 g, 7.9 mmol). The reaction mixture was stirred at room temperature overnight after which it was concentrated. Anhydrous diethyl ether (100 mL) was added. The resulting white precipitate was filtered and the filtrate concentrated. The residue was purified by flash chromatography (silica, 7N NH3 in methanol/methylene chloride) to give 1.0 g (46%) of 5-(5,5-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-yloxymethyl)-4,5-dihydro-oxazol-2-ylamine.

後処理

  1. concentrationwas concentrated
  2. additionAnhydrous diethyl ether (100 mL) was added
  3. filtrationThe resulting white precipitate was filtered
  4. concentrationthe filtrate concentrated
  5. customThe residue was purified by flash chromatography (silica, 7N NH3 in methanol/methylene chloride)

出典と根拠

ORDレコード
ord-a0d88e70028342d09f473e50a9e0c2cd
出典データセット
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09051331B2

反応ノート

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