Acetyl chloride → HCID 20043437, 화합물

HRID 621372노트

반응식

HRID 621372 반응식
[C:1](Cl)(=[O:3])[CH3:2].[C:5]([C:8]1[C:9](=[O:21])[CH2:10][CH:11]([CH:15]2[CH2:20][CH2:19][CH2:18][S:17][CH2:16]2)[CH2:12][C:13]=1[OH:14])(=[O:7])[CH3:6].C(N(CC)CC)C>ClCCl>[C:5]([C:8]1[C:9](=[O:21])[CH2:10][CH:11]([CH:15]2[CH2:20][CH2:19][CH2:18][S:17][CH2:16]2)[CH2:12][C:13]=1[O:14][C:1](=[O:3])[CH3:2])(=[O:7])[CH3:6]

참가 물질

5

반응물 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 15614621HCID 15614621, 화합물

생성물 1

HCID 20043437HCID 20043437, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

0.82 g (10.5 mmol) of acetyl chloride is added dropwise to a stirred solution of 2.54 g (10.0 mmol) of 2-acetyl-3-hydroxy-5-(tetrahydro-2H-thiopyran-3-yl)-cyclohex-2-en-1-one and 1.06 g (10.5 mmol) of triethylamine in 50 ml of dichloromethane. The mixture is stirred overnight at room temperature, and then is poured into 100 ml of ice-cold water. The organic layer is separated and washed with 20 ml of dilute sodium bicarbonate solution, followed by 50 ml of saturated sodium chloride solution. The washed extract is then dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The product can be purified by column chromatography employing tetrahydrofuran-hexane (1:2 by volume) as eluent to afford the title compound.

후처리

  1. customThe organic layer is separated
  2. washwashed with 20 ml of dilute sodium bicarbonate solution
  3. extractionThe washed extract
  4. dry with materialis then dried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe product can be purified by column chromatography

출처 및 근거

ORD 기록
ord-a7428a4176f5446d87a819475955c97b
출처 데이터셋
uspto-grants-1989_04
특허 번호
US04824470

반응 노트

불러오는 중…