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4-Cyanobenzaldehyde → 4-(5-Octyl-1,3-dioxan-2-yl)benzonitrile

HRID 1197382
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HRID 1197382 반응식
[CH2:1]([CH:9]([CH2:12][OH:13])[CH2:10][OH:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[C:14]([C:16]1[CH:23]=[CH:22][C:19]([CH:20]=O)=[CH:18][CH:17]=1)#[N:15]>O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C1C=CC=CC=1>[CH2:1]([CH:9]1[CH2:10][O:11][CH:20]([C:19]2[CH:22]=[CH:23][C:16]([C:14]#[N:15])=[CH:17][CH:18]=2)[O:13][CH2:12]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]
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참가 물질

5

반응물 2

HCID 660424-CyanobenzaldehydeHCID 3160622-Octylpropane-1,3-diol

생성물 1

HCID 129249704-(5-Octyl-1,3-dioxan-2-yl)benzonitrile수율 72.9%

시약·촉매·용매 2

HCID 521998p-Toluenesulfonic acid monohydrate촉매HCID 241Benzene용매

실험 절차

In a 500-ml egg-plant type flask were put 32.3 g of 2-octyl-1,3-propanediol, 22.5 g of p-cyanobenzaldehyde, 0.11 g of p-toluenesulfonic acid monohydrate and 300 ml of benzene, and the mixture was heated. The generated water was removed by azeotropy with benzene. Then, benzene was distilled away, and the residue was neutralized with aqueous saturated sodium bicarbonate solution. The mixture was extracted with dichloromethane, and the extract was washed with water and then dried over anhydrous sodium sulfate. Dichloromethane was distilled away to give a solid which was then recrystallized from isooctane to give 37.7 g of colorless crystals.

후처리

  1. customIn a 500-ml egg-plant type flask were put
  2. customThe generated water was removed by azeotropy with benzene
  3. distillationThen, benzene was distilled away
  4. extractionThe mixture was extracted with dichloromethane
  5. washthe extract was washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationDichloromethane was distilled away
  8. customto give a solid which
  9. customwas then recrystallized from isooctane

출처 및 근거

ORD 기록
ord-daf636e4c66a4e9d81592295942da6d3
출처 데이터셋
uspto-grants-1994_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05275757

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