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Hydrochloric Acid → HCID 14726488, 화합물

HRID 1742386
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HRID 1742386 반응식
[C:1]([O:13]C)(=O)[C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][CH:3]=1.[C:15]([C:18]1[CH:19]=[C:20]2[C:25](=[CH:26][CH:27]=1)[C:24]([CH3:29])([CH3:28])[CH2:23][CH2:22][C:21]2([CH3:31])[CH3:30])(=[O:17])[CH3:16].[H-].[Na+].Cl>C1(C)C=CC=CC=1.C(COC)OC.O>[C:6]([C:5]1[CH:4]=[CH:3][C:2]([C:1](=[O:13])[CH2:16][C:15]([C:18]2[CH:27]=[CH:26][C:25]3[C:24]([CH3:29])([CH3:28])[CH2:23][CH2:22][C:21]([CH3:31])([CH3:30])[C:20]=3[CH:19]=2)=[O:17])=[CH:11][CH:10]=1)([O:8][CH3:9])=[O:7]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 8441Dimethyl terephthalateHCID 24758Sodium hydrideHCID 27475621-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethan-1-one

생성물 1

HCID 14726488HCID 14726488, 화합물수율 56.3%

시약·촉매·용매 3

HCID 962Water
용매
2회
HCID 1140Toluene용매2회
HCID 80711,2-Dimethoxyethane용매

실험 절차

A solution of 19.4 g (0.1 mole) of dimethyl terephthalate and 23 g (0.1 mole) of 6-acetyl-1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene in a mixture of 80 ml of toluene and 20 ml of dimethoxyethane was added dropwise at 100° C. to a suspension of 6.3 g (0.15 mole) of sodium hydride in 21 ml of toluene under nitrogen. The reaction mixture was refluxed with stirring for 5 hours and then cooled, after which 50 ml of water were added and the mixture was acidified with semiconcentrated hydrochloric acid, poured onto 500 ml of water and extracted with chloroform. The product which had already precipitated was filtered off under suction, and the chloroform phase was dried over sodium sulfate and evaporated down. The residue and the crude product filtered off under suction beforehand were combined and were extracted several times with hot methanol. After the remaining crystals had been dried, 22.1 g of 1-(4-carbomethoxyphenyl)-3-(5,6,7,8-tetrahydro- 5,5,8,8-tetramethyl-2-naphthalenyl)-propane-1,3-dione of melting point 128° C. were obtained. 3-(4-Carbomethoxyphenyl)-5-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-pyrazole:

후처리

  1. temperatureThe reaction mixture was refluxed
  2. temperaturecooled
  3. extractionextracted with chloroform
  4. customThe product which had already precipitated
  5. filtrationwas filtered off under suction
  6. dry with materialthe chloroform phase was dried over sodium sulfate
  7. customevaporated down
  8. filtrationThe residue and the crude product filtered off under suction beforehand
  9. extractionwere extracted several times with hot methanol
  10. customAfter the remaining crystals had been dried

출처 및 근거

ORD 기록
ord-c3cee35b1cc4472d9eb1afd5f05b0472
출처 데이터셋
uspto-grants-1994_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05338749

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