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

HRID 1197382
ノート
印刷プレビュー

反応式

HRID 1197382 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 521998p-Toluenesulfonic acid monohydrate触媒HCID 241Benzene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-daf636e4c66a4e9d81592295942da6d3
出典データセット
uspto-grants-1994_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05275757

反応ノート

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