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Tert-Butyl nitrite → HCID 59542484, 화합물

HRID 1809090
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HRID 1809090 반응식
[CH2:1]([O:3][C:4]([C:6]1[CH:10]=[C:9]([CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)[S:8][C:7]=1N)=[O:5])[CH3:2].N(OC(C)(C)C)=O.[Cl-].[NH4+]>[Cu](Cl)Cl>[CH2:1]([O:3][C:4]([C:6]1[CH:10]=[C:9]([CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)[S:8][CH:7]=1)=[O:5])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10906Tert-Butyl nitriteHCID 25517Ammonium ChlorideHCID 59542544HCID 59542544, 화합물

생성물 1

HCID 59542484HCID 59542484, 화합물수율 76.7%

시약·촉매·용매 1

HCID 24014Cupric Chloride촉매

실험 절차

2-Amino-5-(cyclohexyl)-thiophene-3-carboxylic acid ethyl ester (1.79 g, 7 mmol) was added to a mixture of t-butyl nitrite (10.5 mmol) and copper (II) chloride (7 mmol) in IMS (100 mL). The reaction mixture was stirred for 30 minutes then saturated aqueous ammonium chloride (7 mL) was added and the resulting solution stirred overnight. The solvent was then evaporated under vacuum and the residue partitioned between ethyl acetate and water. The organic solution was separated and dried with magnesium sulphate, filtered and the solvent evaporated to give the title compound as an orange oil (1.28 g). 1H NMR δ (ppm) (CHCl3-d): 7.9 (s, 1H), 7.2 (s, 1H), 4.3 (q, 2H), 2.8 (m, 1H), 2.1 (m, 2H), 1.9 (m, 2H), 1.7-1.2 (m, 9H).

후처리

  1. stirringthe resulting solution stirred overnight
  2. customThe solvent was then evaporated under vacuum
  3. customthe residue partitioned between ethyl acetate and water
  4. customThe organic solution was separated
  5. dry with materialdried with magnesium sulphate
  6. filtrationfiltered
  7. customthe solvent evaporated

출처 및 근거

ORD 기록
ord-2e5ecd95568840c599f1b4502724cd7f
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08362008B2

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