Retinoyl chloride → Retinamide

HRID 429587

반응식

HRID 429587 반응식
[CH3:1][C:2]1[CH2:7][CH2:6][CH2:5][C:4]([CH3:9])([CH3:8])[C:3]=1/[CH:10]=[CH:11]/[C:12](/[CH3:22])=[CH:13]/[CH:14]=[CH:15]/[C:16](/[CH3:21])=[CH:17]/[C:18](Cl)=[O:19].O.[NH3:24]>O1CCCC1>[CH3:1][C:2]1[CH2:7][CH2:6][CH2:5][C:4]([CH3:9])([CH3:8])[C:3]=1/[CH:10]=[CH:11]/[C:12](/[CH3:22])=[CH:13]/[CH:14]=[CH:15]/[C:16](/[CH3:21])=[CH:17]/[C:18]([NH2:24])=[O:19]

참가 물질

4

반응물 2

HCID 10881705Retinoyl chlorideHCID 12896473Azane;hydrate

생성물 1

HCID 5370221Retinamide수율 99%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

10 g (0.031 mole) of retinoic acid chloride as prepared according to the procedure described in Example 2 was added to the mixture of 300 ml of ammonia water (35%) and 100 ml of tetrahydrofuran and then stirred at room temperature for 20 hours. The reaction solution was distilled under reduced pressure and then concentrated. The residue was extracted with methylene chloride. The organic layer was separated, washed with water, dried over anhydrous magnesium sulfate, filtered and then distilled under reduced pressure to obtain 9.43 g (Yield 99%) of the desired retinamide.

후처리

  1. distillationThe reaction solution was distilled under reduced pressure
  2. concentrationconcentrated
  3. extractionThe residue was extracted with methylene chloride
  4. customThe organic layer was separated
  5. washwashed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. distillationdistilled under reduced pressure

출처 및 근거

ORD 기록
ord-6572553c177743bea7be0af2dd8a8236
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06316644B1

연결된 노트

불러오는 중…