Ammonium Chloride → 8-(4-Propylphenyl)-1,4-dioxaspiro[4.5]decan-8-ol

HRID 342348

반응식

HRID 342348 반응식
N[C@H](C=O)CCSC.[CH2:9]([C:12]1[CH:17]=[CH:16][C:15](Br)=[CH:14][CH:13]=1)[CH2:10][CH3:11].[CH2:19]1[O:29][C:22]2([CH2:27][CH2:26][C:25](=[O:28])[CH2:24][CH2:23]2)[O:21][CH2:20]1.[Cl-].[NH4+]>C1COCC1>[CH2:19]1[CH2:20][O:21][C:22]2([CH2:23][CH2:24][C:25]([OH:28])([C:15]3[CH:16]=[CH:17][C:12]([CH2:9][CH2:10][CH3:11])=[CH:13][CH:14]=3)[CH2:26][CH2:27]2)[O:29]1

참가 물질

6

반응물 4

HCID 25517Ammonium ChlorideHCID 1363741-Bromo-4-propylbenzeneHCID 446793Methionin ALHCID 5674151,4-Dioxaspiro[4.5]decan-8-one

생성물 1

HCID 659181288-(4-Propylphenyl)-1,4-dioxaspiro[4.5]decan-8-ol수율 71%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

실험 절차

Metal magnesium in an amount of 12 g was suspended in 50 ml of THF under nitrogen gas stream, and a solution prepared by dissolving 100 g of 4-n-propylbromobenzene in 300 ml of THF was added dropwise and stirred at room temperature for 1 hour. A solution prepared by dissolving 78 g of 1,4-cyclohexanedione-monoethylene ketal in 300 ml of THF was added dropwise thereto and stirred at room temperature for 1 hour. After finishing of the reaction, 500 ml of a saturated aqueous solution of ammonium chloride was added and extracted with 500 ml of ethyl acetate. Organic layer was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under a reduced pressure to obtain 98 g of 1,1-ethylenedioxy-4-hydroxy-4-(4-n-propylphenyl)cyclohexane.

후처리

  1. customa solution prepared
  2. additionwas added dropwise
  3. customA solution prepared
  4. additionwas added dropwise
  5. stirringstirred at room temperature for 1 hour
  6. additionwas added
  7. extractionextracted with 500 ml of ethyl acetate
  8. washOrganic layer was washed with water
  9. dry with materialdried over anhydrous magnesium sulfate
  10. distillationthe solvent was distilled off under a reduced pressure

출처 및 근거

ORD 기록
ord-135fe795830e4ffa9823ba487f930d22
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05858275

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