Ammonium Chloride → 1-(4-Isobutyl-3-methylthiophen-2-yl)ethanone

HRID 1676115노트

반응식

HRID 1676115 반응식
[CH2:1]([C:5]1[C:6]([CH3:13])=[C:7]([C:10]([OH:12])=O)[S:8][CH:9]=1)[CH:2]([CH3:4])[CH3:3].[CH3:14][Li].[NH4+].[Cl-]>C(OCC)C>[CH2:1]([C:5]1[C:6]([CH3:13])=[C:7]([C:10](=[O:12])[CH3:14])[S:8][CH:9]=1)[CH:2]([CH3:3])[CH3:4]

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 594978694-Isobutyl-3-methylthiophene-2-carboxylic acidHCID 178418348HCID 178418348, 화합물2회

생성물 1

HCID 673512221-(4-Isobutyl-3-methylthiophen-2-yl)ethanone

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a solution of 4-isobutyl-3-methyl-thiophene-2-carboxylic acid (2.44 g, 12.3 mmol) in diethyl ether (50 mL), a solution of methyllithium (23.1 mL, 1.6 M solution in diethyl ether) is slowly added at 20-23° C. The resulting suspension is stirred at rt for 30 min before another portion of methyllithium (2.3 mL) is added. Stirring is continued for further 30 min before the mixture is poured into vigorously stirred 1 N. aq. NH4Cl (400 mL). The organic phase is separated and the aq. phase is extracted again with diethyl ether. The combined organic extracts are dried over Na2SO4, filtered and evaporated to leave 1-(4-isobutyl-3-methyl-thiophen-2-yl)ethanone (2.34 g) as pale yellow oil; LC-MS: tR=1.03 min, [M+1]=197.20; 1H NMR (CDCl3): δ7.08 (s, 1H), 2.52 (s, 3H), 2.46 (s, 3H), 2.42 (d, J=7.0 Hz, 2H), 1.82 (m, J=7.0 Hz, 1H), 0.92 (d, J=6.4 Hz, 6H).

후처리

  1. additionis added
  2. additionis poured into vigorously stirred 1 N
  3. customThe organic phase is separated
  4. extractionthe aq. phase is extracted again with diethyl ether
  5. dry with materialThe combined organic extracts are dried over Na2SO4
  6. filtrationfiltered
  7. customevaporated

출처 및 근거

ORD 기록
ord-a6a43936a8764ffeb9ea5954e10fad7d
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08003800B2

반응 노트

불러오는 중…