Hydrochloric Acid → HCID 86699754、化合物

HRID 515187ノート

反応式

HRID 515187 の反応式
C[O:2][C:3]1[CH:10]=[C:9]([N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[CH:8]=[C:7]([CH3:17])[C:4]=1[C:5]#[N:6].C(=O)([O-])[O-].[K+].[K+].C(S)C.Cl>CN(C)C=O.O>[OH:2][C:3]1[CH:10]=[C:9]([N:11]2[CH2:12][CH2:13][O:14][CH2:15][CH2:16]2)[CH:8]=[C:7]([CH3:17])[C:4]=1[C:5]#[N:6]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 6343EthanethiolHCID 11430Potassium CarbonateHCID 86699753HCID 86699753、化合物

生成物 1

HCID 86699754HCID 86699754、化合物収率 48.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

To a solution of 2-methoxy-6-methyl-4-morpholin-4-yl-benzonitrile (0.9 g, 3.88 mmol) in dimethylformamide (15 ml) are added potassium carbonate (2.1 g, 15.5 mmol) and ethanethiol (2.3 ml, 31.0 mmol) and the resulting mixture is heated at 90° C. for 16 h. The reaction mixture is poured onto cold water (50 ml), acidified with 2M hydrochloric acid to pH 3 and extracted with ethyl acetate (3×30 ml). The combined organic layers are washed with brine (30 ml), dried over sodium sulfate and evaporated to dryness. The crude product is purified by flash column chromatography (silica gel, 30% ethyl acetate/hexane) affording 2-hydroxy-6-methyl-4-morpholin-4-yl-benzonitrile (0.41 g, 1.88 mmol, 48%).

後処理

  1. extractionextracted with ethyl acetate (3×30 ml)
  2. washThe combined organic layers are washed with brine (30 ml)
  3. dry with materialdried over sodium sulfate
  4. customevaporated to dryness
  5. customThe crude product is purified by flash column chromatography (silica gel, 30% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-25b13ddcc8d1455d961a7a79e4a9a82a
出典データセット
uspto-grants-2015_08
特許番号
US09108936B2

反応ノート

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