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Water → (3E)-4-(5-acetoxy-3-methyl-1,3-pentadien-1-ylidene)3,5,5-trimethyl-2-cyclohexen-1-one

HRID 440220
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HRID 440220 반응식
[OH:1][CH2:2]/[CH:3]=[C:4](\[CH3:17])/[CH:5]=[C:6]=[C:7]1[C:12]([CH3:14])([CH3:13])[CH2:11][C:10](=[O:15])[CH:9]=[C:8]1[CH3:16].C(N([CH2:23][CH3:24])CC)C.CNC1(NC)C=CN=CC1.[OH2:35]>CC(OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=O>[C:23]([O:1][CH2:2]/[CH:3]=[C:4](\[CH3:17])/[CH:5]=[C:6]=[C:7]1[C:12]([CH3:13])([CH3:14])[CH2:11][C:10](=[O:15])[CH:9]=[C:8]1[CH3:16])(=[O:35])[CH3:24]
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참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 22406474(3E)-4-(5-hydroxy-3-methyl-1,3-pentadien-1-ylidene)-3,5,5-trimethyl-2-cyclohexen-1-oneHCID 865890494,4-Dimethylaminopyridine

생성물 1

HCID 22406473(3E)-4-(5-acetoxy-3-methyl-1,3-pentadien-1-ylidene)3,5,5-trimethyl-2-cyclohexen-1-one수율 48%

시약·촉매·용매 1

HCID 613145
Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl ester
용매

실험 절차

To a solution of (3E)-4-(5-hydroxy-3-methyl-1,3-pentadien-1-ylidene)-3,5,5-trimethyl-2-cyclohexen-1-one (1.2 g, 5.2 mmol) in acetic anydride (5.0 mL) and triethylamine (5.0 mL) cooled to 0° C., was added 4,4-dimethylaminopyridine (25 ng). After 15 min. water was added to the reaction mixture, and the product was extracted three times with ether. The combined ethereal extracts were washed with sodium chloride solution, and dried over anhydrous sodium sulfate. Evaporation of the solvent and chromatography over silica gel in the manner described in Example 1 above gave the desired product (680 mg, 48%).

후처리

  1. extractionthe product was extracted three times with ether
  2. washThe combined ethereal extracts were washed with sodium chloride solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. customEvaporation of the solvent and chromatography over silica gel in the manner

출처 및 근거

ORD 기록
ord-62651b3f8d364f57a1810c34580df975
출처 데이터셋
uspto-grants-1996_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05518995

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