Hydrochloric Acid → HCID 86699754, 화합물

HRID 515187노트

반응식

HRID 515187 반응식
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]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 6343EthanethiolHCID 11430Potassium CarbonateHCID 86699753HCID 86699753, 화합물

생성물 1

HCID 86699754HCID 86699754, 화합물수율 48.5%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-25b13ddcc8d1455d961a7a79e4a9a82a
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09108936B2

반응 노트

불러오는 중…