Thionyl Chloride → 1-Hydroxycyclohexyl 4-(2-chloroformylethyl)carbonylphenyl ketone

HRID 263364노트

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HRID 263364 반응식
[C:1]([CH2:4][CH2:5][C:6]([C:8]1[CH:13]=[CH:12][C:11]([C:14]([C:16]2([OH:22])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)=[O:15])=[CH:10][CH:9]=1)=[O:7])(O)=[O:2].S(Cl)([Cl:25])=O>C(OCC)C>[Cl:25][C:1]([CH2:4][CH2:5][C:6]([C:8]1[CH:13]=[CH:12][C:11]([C:14]([C:16]2([OH:22])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)=[O:15])=[CH:10][CH:9]=1)=[O:7])=[O:2]

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 183235171-Hydroxycyclohexyl 4-(2-carboxyethyl)carbonylphenyl ketone

생성물 1

HCID 539647131-Hydroxycyclohexyl 4-(2-chloroformylethyl)carbonylphenyl ketone수율 94%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

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온도
30 °C

실험 절차

A 250-ml round-bottomed flask fitted with a condenser was charged with 12.0 g of 1-hydroxycyclohexyl 4-(2-carboxyethyl)carbonylphenyl ketone (0.04 mole), 5.95 g (0.05 mole) of thionyl chloride (Aldrich Chemical Co., Milwaukee, Wis.), and 50 ml of diethyl ether. The resulting reaction mixture was stirred at 30° C. for 30 minutes, after which time the solvent was removed under reduced pressure. The residue, a white solid, was maintained at 0.01 Torr for 30 minutes to remove residual solvent and excess thionyl chloride, leaving 12.1 g (94 percent) of 1-hydroxycyclohexyl 4-(2-chloroformylethyl)carbonylphenyl ketone.

후처리

  1. customA 250-ml round-bottomed flask fitted with a condenser
  2. customThe resulting reaction mixture
  3. customafter which time the solvent was removed under reduced pressure
  4. temperatureThe residue, a white solid, was maintained at 0.01 Torr for 30 minutes
  5. customto remove residual solvent and excess thionyl chloride

출처 및 근거

ORD 기록
ord-3e05d738ccd7441ba447fdb10098ccb2
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05643356

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