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1-Butanol → 2-(2,5-dimethylphenoxymethyl)phenyl thiazolidin-2-yl ketone O-methyloxime

HRID 1004383
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HRID 1004383 반응식
C1(C)C=CC=CC=1.C(O)CCC.Cl.[NH2:14][CH2:15][CH2:16][SH:17].[CH3:18][C:19]1[CH:38]=[CH:37][C:36]([CH3:39])=[CH:35][C:20]=1[O:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[C:29](=[N:32][O:33][CH3:34])[CH:30]=O>[Cl-].[Na+].O.C(N(CC)CC)C>[CH3:34][O:33][N:32]=[C:29]([CH:30]1[NH:14][CH2:15][CH2:16][S:17]1)[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=1[CH2:22][O:21][C:20]1[CH:35]=[C:36]([CH3:39])[CH:37]=[CH:38][C:19]=1[CH3:18]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 2631-ButanolHCID 1140TolueneHCID 9082Cysteamine HydrochlorideHCID 538610512-(2,5-Dimethylphenoxymethyl)-alpha-methoxyiminophenylacetaldehyde

생성물 1

HCID 545398812-(2,5-dimethylphenoxymethyl)phenyl thiazolidin-2-yl ketone O-methyloxime수율 91.6%

시약·촉매·용매 2

HCID 8471
Triethylamine
용매
HCID 57417360Sodium chloride; water용매

실험 절차

Toluene (3 ml), butanol (3 ml), cysteamine hydrochloride (0.34 g, 3.0 mmol) and triethylamine (0.42 ml, 3 =mol) were added to 2-(2,5-dimethylphenoxymethyl)-α-methoxyiminophenylacetoaldehyde (0.45 g, 1.5 mmol), and the mixture was stirred at room temperature for 1 hour. After completion of the reaction, half-saturated brine (100 ml) was added, and the mixture was extracted with dichloromethane (50 ml) twice. The extracts were dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate/n-hexane) to give 2-(2,5-dimethylphenoxymethyl)phenyl thiazolidin-2-yl ketone O-methyloxime (0.49 g, yield 91.6%) as a colorless oil.

후처리

  1. additionwas added
  2. extractionthe mixture was extracted with dichloromethane (50 ml) twice
  3. dry with materialThe extracts were dried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel chromatography (ethyl acetate/n-hexane)

출처 및 근거

ORD 기록
ord-1cdf6cd10fdd4b43a1699ed27e5b4bf2
출처 데이터셋
uspto-grants-2000_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06048885

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