Hydrochloric Acid → (2R, 4 R)-2-{(4-octyloxybenzoyloxy)phenyl)-4-decanolide

HRID 346086

반응식

HRID 346086 반응식
O[C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[CH2:13][C@@H:12]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[O:11][C:9]2=[O:10])=[CH:4][CH:3]=1.[CH2:20]([O:28][C:29]1[CH:37]=[CH:36][C:32]([C:33](Cl)=[O:34])=[CH:31][CH:30]=1)[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].N1C=CC=CC=1.Cl.CC[O:47]CC>ClCCl>[CH2:20]([O:28][C:29]1[CH:37]=[CH:36][C:32]([C:33]([O:47][C:6]2[CH:7]=[CH:2][CH:3]=[CH:4][C:5]=2[C@H:8]2[CH2:13][C@@H:12]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[O:11][C:9]2=[O:10])=[O:34])=[CH:31][CH:30]=1)[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 3283Diethyl EtherHCID 27602504-Octyloxybenzoyl chlorideHCID 15653390(2R,4R)-2-(4-hydroxyphenyl)-4-decanolide

생성물 1

HCID 131717046(2R, 4 R)-2-{(4-octyloxybenzoyloxy)phenyl)-4-decanolide수율 70%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

In 4 ml of dichloromethane were dissolved 50 mg of (2R,4R)-2-(4-hydroxyphenyl)-4-decanolide obtained in Example 3 and 49 mg of 4-octyloxybenzoyl chloride. To this solution was added 1 ml of pyridine. The resulting mixture was stirred for 6 hours under heating to reflux. The reaction mixture was allowed to cool, and then 50 ml of ether and diluted hydrochloric acid were added thereto. The resulting organic layer was separated, washed with water, and then dried with anhydrous sodium sulfate. The solvent was removed by evaporation and the resulting crude produce was purified by silica gel column chromatography, thereby obtaining 65 mg of crystals of the desired compound (yield 70%).

후처리

  1. temperatureunder heating to reflux
  2. temperatureto cool
  3. customThe resulting organic layer was separated
  4. washwashed with water
  5. dry with materialdried with anhydrous sodium sulfate
  6. customThe solvent was removed by evaporation
  7. customthe resulting crude produce
  8. customwas purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-b894cfc4840f4b88a6acd51b9015b5da
출처 데이터셋
uspto-grants-1991_10
특허 번호
US05061398

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