Water → 1-[4'-(4"-Acryloxybutoxy)benzoyloxy]-4-[4'-(2"-acryloxyethoxy)-benzoyloxy]benzene

HRID 355600노트

반응식

HRID 355600 반응식
C(Cl)(=O)C(Cl)=O.[C:7]([O:11][CH2:12][CH2:13][O:14][C:15]1[CH:23]=[CH:22][C:18]([C:19]([OH:21])=[O:20])=[CH:17][CH:16]=1)(=[O:10])[CH:8]=[CH2:9].[C:24]([O:28][CH2:29][CH2:30][CH2:31][CH2:32][O:33][C:34]1[CH:49]=[CH:48][C:37]([C:38]([O:40][C:41]2[CH:46]=[CH:45][C:44](O)=[CH:43][CH:42]=2)=[O:39])=[CH:36][CH:35]=1)(=[O:27])[CH:25]=[CH2:26].O>N1C=CC=CC=1.C1(C)C=CC=CC=1>[C:24]([O:28][CH2:29][CH2:30][CH2:31][CH2:32][O:33][C:34]1[CH:35]=[CH:36][C:37]([C:38]([O:40][C:41]2[CH:46]=[CH:45][C:44]([O:20][C:19](=[O:21])[C:18]3[CH:17]=[CH:16][C:15]([O:14][CH2:13][CH2:12][O:11][C:7](=[O:10])[CH:8]=[CH2:9])=[CH:23][CH:22]=3)=[CH:43][CH:42]=2)=[O:39])=[CH:48][CH:49]=1)(=[O:27])[CH:25]=[CH2:26]

참가 물질

7

반응물 4

HCID 962WaterHCID 65578Oxalyl chlorideHCID 152185974-[4'-(4-Acryloxybutoxy)benzoyloxy]phenolHCID 155446054-(2-Prop-2-enoyloxyethoxy)benzoic acid

생성물 1

HCID 152185981-[4'-(4"-Acryloxybutoxy)benzoyloxy]-4-[4'-(2"-acryloxyethoxy)-benzoyloxy]benzene수율 83.3%

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 1140Toluene용매2회

실험 절차

Oxalyl chloride (10 ml) is added at 0° C. to 4-(2'-acryloxyethoxy)-benzoic acid (4.3 g; 16.3 mmol), and the mixture is stirred until the evolution of gas subsides (30 min). The excess oxalyl chloride is removed by distillation in a water-pump vacuum, the acid chloride is taken up in toluene (10 ml), the toluene solution is added at 0° C. to a solution of (3) (5.8 g; 16.3 mmol) in pyridine (10 ml) and toluene (5 ml), and the mixture is subsequently stirred at room temperature for 13 hours. The reaction mixture is then transferred into water (200 ml), and the mixture is extracted twice with dichloromethane (50 ml each time). The organic extracts are dried using calcium chloride, hydroquinone (50 mg) is added to the filtrate, and the mixture is evaporated in a water-pump vacuum. The residue is chromatographed on silica gel (toluene/ethyl acetate (5:1), giving 7.8 g (83%) of (4).

후처리

  1. customThe excess oxalyl chloride is removed by distillation in a water-pump vacuum
  2. stirringthe mixture is subsequently stirred at room temperature for 13 hours
  3. extractionthe mixture is extracted twice with dichloromethane (50 ml each time)
  4. customThe organic extracts are dried
  5. additionis added to the filtrate
  6. customthe mixture is evaporated in a water-pump vacuum
  7. customThe residue is chromatographed on silica gel (toluene/ethyl acetate (5:1)

출처 및 근거

ORD 기록
ord-ede8c3aa81184a1dbe1c2f1dae99382b
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05833880

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