Ammonium Chloride → HCID 86761357、化合物

HRID 1011432ノート

反応式

HRID 1011432 の反応式
Br[C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[C:9]([O:12][CH3:13])[CH:8]=[CH:7][CH:6]=2.[CH:14]([Mg]Cl)([CH3:16])[CH3:15].[CH:19]1(C)CC[CH:22](C(C)C)[CH:21]([S:28]([O-])=[O:29])[CH2:20]1.[NH4+].[Cl-]>C1COCC1>[CH3:15][C:14]1[CH:16]=[CH:22][C:21]([S:28]([C:2]2[CH:3]=[N:4][C:5]3[C:10]([CH:11]=2)=[C:9]([O:12][CH3:13])[CH:8]=[CH:7][CH:6]=3)=[O:29])=[CH:20][CH:19]=1

参加物

6

反応物 4

HCID 25517Ammonium ChlorideHCID 231597643-Bromo-5-methoxyquinolineHCID 66813815HCID 66813815、化合物HCID 178418918HCID 178418918、化合物

生成物 1

HCID 86761357HCID 86761357、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

To a solution 3-bromo-5-methoxyquinoline (2.37, 10 mmol) prepared in stage B in dried THF (35 mL) is added a solution of isopropylmagnesium chloride (16.6 mL, 30 mmol) at −78° C. The solution is stirred at −78° C. under nitrogen atmosphere for 3 hours. Menthyl sulfinate (8.8 g, 30 mmol) is added and the resulting solution is stirred for a further 24 hours. The reaction mixture is then hydrolysed with saturated aqueous NH4Cl solution. After extraction of the aqueous phase, the combined organic layers are dried (MgSO4), evaporated giving the title compound.

後処理

  1. stirringthe resulting solution is stirred for a further 24 hours
  2. extractionAfter extraction of the aqueous phase
  3. dry with materialthe combined organic layers are dried (MgSO4)
  4. customevaporated

出典と根拠

ORDレコード
ord-7e24c7eea64c44bf94d44785c0ff3d2d
出典データセット
uspto-grants-2011_07
特許番号
US07977354B2

反応ノート

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