Dichloromethane → HCID 13349252, 화합물

HRID 364334

반응식

HRID 364334 반응식
[Cl-].C([Al+][CH2:5][CH3:6])C.[CH2:7](Cl)Cl.CS(O[C@H]([C:17]([CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]C)([OH:26])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])C)(=O)=O>P(=O)(O)(O)O.C(OCC)(=O)C>[CH3:7][C@@H:27]([CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:5][CH3:6])[C:17](=[O:26])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]

참가 물질

6

반응물 3

HCID 6344DichloromethaneHCID 13349246HCID 13349246, 화합물HCID 16686102Diethyl aluminum chloride

생성물 1

HCID 13349252HCID 13349252, 화합물수율 90%

시약·촉매·용매 2

HCID 1004Phosphoric Acid촉매HCID 8857Ethyl Acetate용매

반응 조건

온도
0 °C

실험 절차

After 0.63 ml (0.63 mmol) of diethylaluminum chloride (hexane 1M solution) were added to a dried methylene chloride (3 ml) solution of 89.7 mg (0.24 mmol) of (S)-2-methanesulfonyloxy-3-octyl-3-undecanol (unrefined) at -78° C. under stirring, and stirred for two and a half hours at -78° C., the temperature was raised to 0° C. over an hour and a half. The reaction was stopped with three drops of phosphoric acid buffer solution (pH 7). The resultant suspension was diluted with ethyl acetate, dried with anhydrous sodium sulfate, filtered and concentrated. The oily residue was separated and refined by the use of silica gel column chromatography (hexane/ethyl acetate=35/1) to obtain (S)-10-methyl-9-octadecanone as a colorless oily substance (60.5 mg, yield 90%).

후처리

  1. stirringstirred for two and a half hours at -78° C.
  2. dry with materialdried with anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe oily residue was separated

출처 및 근거

ORD 기록
ord-524551429d3e4fc2bae4047df7efb279
출처 데이터셋
uspto-grants-1986_08
특허 번호
US04604486

연결된 노트

불러오는 중…