Hydrochloric Acid → 4-(2-(2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)ethyl)benzaldehyde O-propyloxime

HRID 1280221노트

반응식

HRID 1280221 반응식
[Cl:1][C:2]1[CH:18]=[C:17]([O:19][CH2:20][CH:21]=[C:22]([Cl:24])[Cl:23])[CH:16]=[C:15]([Cl:25])[C:3]=1[O:4][CH2:5][CH2:6][C:7]1[CH:14]=[CH:13][C:10]([CH:11]=O)=[CH:9][CH:8]=1.Cl.[CH2:27]([O:30][NH2:31])[CH2:28][CH3:29].Cl>N1C=CC=CC=1>[CH2:27]([O:30][N:31]=[CH:11][C:10]1[CH:13]=[CH:14][C:7]([CH2:6][CH2:5][O:4][C:3]2[C:2]([Cl:1])=[CH:18][C:17]([O:19][CH2:20][CH:21]=[C:22]([Cl:24])[Cl:23])=[CH:16][C:15]=2[Cl:25])=[CH:8][CH:9]=1)[CH2:28][CH3:29]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 12283955O-propylhydroxylamine hydrochlorideHCID 184295564-(2-(2,6-Dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)ethyl)benzaldehyde

생성물 1

HCID 544781124-(2-(2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)ethyl)benzaldehyde O-propyloxime수율 72%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a mixture of 0.55 g of 4-(2-(2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)ethyl)benzaldehyde (which had been produced in Intermediate Production Example 3 as described below) and 5 ml of pyridine was added 0.18 g of O-propylhydroxylamine hydrochloride. After stirring at room temperature for 24 hours, the reaction mixture was poured into diluted hydrochloric acid, and extracted twice with diethyl ether. The diethyl ether layers were combined, washed with water, dried over anhydrous magnesium sulfate, and concentrated to give a crude product. This crude product was subjected to silica gel chromatography, which afforded 0.45 g (yield, 72%) of 4-(2-(2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)ethyl)benzaldehyde O-propyloxime, m.p., nD24.5 1.5773.

후처리

  1. extractionextracted twice with diethyl ether
  2. washwashed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customto give a crude product

출처 및 근거

ORD 기록
ord-85337a69beb8481281794d30aadfb6c3
출처 데이터셋
uspto-grants-2002_09
특허 번호
US06448444B1

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