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Hydrogen chloride-ethyl acetate → HCID 118023489、化合物

HRID 2171784
ノート
印刷プレビュー

反応式

HRID 2171784 の反応式
C([O:9][CH2:10][C:11]1[C:12]2[N:20]=[C:19]([CH:21]3[CH2:26][CH2:25][C:24]([CH3:28])([CH3:27])[CH2:23][CH2:22]3)[S:18][C:13]=2[N:14]=[C:15]([CH3:17])[N:16]=1)(=O)C1C=CC=CC=1.O(C)[Na].Cl.CCOC(C)=O>CO>[CH3:27][C:24]1([CH3:28])[CH2:23][CH2:22][CH:21]([C:19]2[S:18][C:13]3[N:14]=[C:15]([CH3:17])[N:16]=[C:11]([CH2:10][OH:9])[C:12]=3[N:20]=2)[CH2:26][CH2:25]1
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 21866389Hydrogen chloride-ethyl acetateHCID 118024047HCID 118024047、化合物HCID 178418582HCID 178418582、化合物

生成物 1

HCID 118023489HCID 118023489、化合物収率 77.7%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

To a mixture of [2-(4,4-dimethylcyclohexyl)-5-methyl[1,3]thiazolo[5,4-d]pyrimidin-7-yl]methyl benzoate (13.8 g) and MeOH (250 mL) was added a 28% NaOCH3 solution (670 μL) in MeOH, followed by stirring at room temperature for 3 hours. The reaction mixture was neutralized by the addition of 4 M HCl/EtOAc (870 μL), and concentrated under reduced pressure. To the residue was added water, followed by extraction with EtOAc. To the organic layer were added MgSO4 and basic silica gel, followed by stirring. The mixture was filtered through Celite and then concentrated under reduced pressure. The residue was purified by silica gel column (hexane/EtOAc) to obtain [2-(4,4-dimethylcyclohexyl)-5-methyl[1,3]thiazolo[5,4-d]pyrimidin-7-yl]methanol (7.9 g).

後処理

  1. concentrationconcentrated under reduced pressure
  2. additionTo the residue was added water
  3. extractionfollowed by extraction with EtOAc
  4. additionTo the organic layer were added MgSO4 and basic silica gel
  5. stirringby stirring
  6. filtrationThe mixture was filtered through Celite
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by silica gel column (hexane/EtOAc)

出典と根拠

ORDレコード
ord-8ee72fba587b4eb4b3f88ecfab7e3069
出典データセット
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09051339B2

反応ノート

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