Hydrochloric Acid → HCID 54257517, 화합물

HRID 343562노트

반응식

HRID 343562 반응식
[C:1]([C:5]1[CH:6]=[C:7]([C:10]#[C:11][C:12]2([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH:28]4[CH2:32][CH2:31][CH2:30][CH2:29]4)[CH:20]=3)[CH2:17][CH2:16][C:15](=[O:18])[CH2:14][CH2:13]2)[S:8][CH:9]=1)([O:3]C)=[O:2].[OH-].[K+].O.Cl>O1CCCC1.CO>[C:1]([C:5]1[CH:6]=[C:7]([C:10]#[C:11][C:12]2([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH:28]4[CH2:29][CH2:30][CH2:31][CH2:32]4)[CH:20]=3)[CH2:13][CH2:14][C:15](=[O:18])[CH2:16][CH2:17]2)[S:8][CH:9]=1)([OH:3])=[O:2]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14797Potassium HydroxideHCID 54202301HCID 54202301, 화합물

생성물 1

HCID 54257517HCID 54257517, 화합물수율 94%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 4-(4-carbomethoxythien-2-ylethynyl)-4-(3-cyclopentyloxy-4-methoxyphenyl)cyclohexan-1-one (0.12 g, 0.427 mmol) and coarsely ground potassium hydroxide (0.045 g, 0.81 mmol) in tetrahydrofuran (2.5 mL), methanol (2.5 mL), and water (0.5 mL) was stirre at room temperature under an argon atmosphere for three days. The reaction was acidified (10% HCl), was extracted three times with 5:95 methanol:dichloromethane, was dried (magnesium sulfate) and was evaporated. Purification by flash chromatography, eluting with 0.25:2.5:97.5 acetic acid:methanol:dichloromethane, provided 4-(4-carboxythien-2-ylethynyl)-4-(3-cyclopentyloxy-4-methoxyphenyl)cyclohexan-1-one as an off- white foam (0.11 g, 94%), mp 75°-76° C. Anal. (C25H26O5S.0.25 H2O) calcd: C, 67.78; H, 6.03; found: C, 67.73; H, 5.80.

후처리

  1. extractionwas extracted three times with 5:95 methanol
  2. dry with materialdichloromethane, was dried (magnesium sulfate)
  3. customwas evaporated
  4. customPurification by flash chromatography
  5. washeluting with 0.25:2.5:97.5 acetic acid

출처 및 근거

ORD 기록
ord-cd34720400d34bdaad20ff982379989f
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05861421

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