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Pyridine → (4-Oxo-1-phenylcyclohexyl)methyl acetate

HRID 1576216
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반응식

HRID 1576216 반응식
[OH:1][CH2:2][C:3]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:8][CH2:7][C:6](=[O:9])[CH2:5][CH2:4]1.N1C=CC=CC=1.[C:22](OC(=O)C)(=[O:24])[CH3:23]>O>[C:22]([O:1][CH2:2][C:3]1([C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:4][CH2:5][C:6](=[O:9])[CH2:7][CH2:8]1)(=[O:24])[CH3:23]
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참가 물질

5

반응물 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 215146764-(Hydroxymethyl)-4-phenylcyclohexan-1-one

생성물 1

HCID 21514685(4-Oxo-1-phenylcyclohexyl)methyl acetate수율 35.8%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

6.6 g. of 4-hydroxymethyl-4-phenylcyclohexanone is dissolved in 40 ml. of pyridine and 20 ml. acetic anhydride. After about 20 hours of standing at room temperature, the mixture is poured into ice and water. The gum that precipitates is extracted with ether. The organic layer is washed successively with water, 2.5 N hydrochloric acid, water, sodium bicarbonate solution, and brine, and then evaporated to dryness. The solid residue is recrystallized from Skellysolve B to give 6.74 g. (35.8% yield) of 4-acetoxymethyl-4-phenylcyclohexanone, having a melting point of 74° to 79°C.

후처리

  1. customThe gum that precipitates
  2. extractionis extracted with ether
  3. washThe organic layer is washed successively with water, 2.5 N hydrochloric acid, water, sodium bicarbonate solution, and brine
  4. customevaporated to dryness
  5. customThe solid residue is recrystallized from Skellysolve B
  6. customto give 6.74 g

출처 및 근거

ORD 기록
ord-ebf73aacd42445a5a9b53afbcc3f23c5
출처 데이터셋
uspto-grants-1976_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03979444

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