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Diethyl Ether → HCID 68830789、化合物

HRID 747712
ノート
印刷プレビュー

反応式

HRID 747712 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:16][CH2:17][CH2:18][O:19][C:20]3[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=3)[C:23]#[N:24])[O:13]CC(C)(C)CO2)=[CH:4][CH:3]=1.C(N(CCCC)CCCC)CCC.CN(C)[CH:43]=[O:44].CC[O:48]CC>C(O)CCC.[C]=O.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.Cl[Pd]Cl>[C:23]([C:22]1[CH:21]=[C:20]([CH:27]=[CH:26][CH:25]=1)[O:19][CH2:18][CH2:17][CH2:16][C:8]([C:5]1[CH:4]=[CH:3][C:2]([C:43]([OH:44])=[O:48])=[CH:7][CH:6]=1)=[O:13])#[N:24]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 3283Diethyl EtherHCID 6228DimethylformamideHCID 7622TributylamineHCID 688339843-[3-[2-(4-Bromophenyl)-5,5-dimethyl-1,3-dioxane-2-yl]propoxy]benzonitrile

生成物 1

HCID 68830789HCID 68830789、化合物

試薬・触媒・溶媒 3

HCID 6102075
Dichlorobis(triphenylphosphine)palladium
触媒
HCID 2631-Butanol溶媒
HCID 178418416HCID 178418416、化合物溶媒

実験手順

500 mg (1.16 mmol) of 3-[3-[2-(4-bromophenyl)-5,5-dimethyl-1,3-dioxane-2-yl]propoxy]benzonitrile, 260 mg (1.4 mmol) of tributylamine and 42 mg (0.06 mmol) of bis(triphenylphosphine)palladium (II) chloride were stirred in 3 ml of 1-butanol and 5 ml of dimethylformamide at 100° C. in carbon monoxide atmosphere overnight. Ether was added to the reaction liquid. After washing with water, 0.5 N hydrochloric acid, saturated sodium hydrogencarbonate solution and saturated aqueous common salt solution, the reaction mixture was dried over anhydrous magnesium sulfate. The solvent was evaporated. 9 ml of 6 N hydrochloric acid solution and 9 ml of acetic acid were added to the residue, and the resultant mixture was heated under reflux for 4 hours. The solvent was evaporated. Saturated aqueous sodium hydrogencarbonate solution was added to the residue. The resultant mixture was washed with ethyl acetate, and the aqueous layer was made acidic with hydrogen chloride. After the extraction with ethyl acetate, the organic layer was washed with saturated aqueous common salt solution and then dried over anhydrous magnesium sulfate. The solvent was evaporated to obtain the crude title compound.

後処理

  1. customat 100° C.
  2. customatmosphere overnight
  3. washAfter washing with water, 0.5 N hydrochloric acid, saturated sodium hydrogencarbonate solution and saturated aqueous common salt solution
  4. dry with materialthe reaction mixture was dried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated
  6. addition9 ml of 6 N hydrochloric acid solution and 9 ml of acetic acid were added to the residue
  7. temperaturethe resultant mixture was heated
  8. temperatureunder reflux for 4 hours
  9. customThe solvent was evaporated
  10. additionSaturated aqueous sodium hydrogencarbonate solution was added to the residue
  11. washThe resultant mixture was washed with ethyl acetate
  12. extractionAfter the extraction with ethyl acetate
  13. washthe organic layer was washed with saturated aqueous common salt solution
  14. dry with materialdried over anhydrous magnesium sulfate
  15. customThe solvent was evaporated

出典と根拠

ORDレコード
ord-0af99720d3bc4c628cbe2857de81d3a8
出典データセット
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07396844B1

反応ノート

読み込み中…

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