1-Decanol → (6-n-Decyloxy-2-naphthyl)propanonitrile

HRID 372928

反応式

HRID 372928 の反応式
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([CH:12]([CH3:15])[C:13]#[N:14])[CH:6]=[CH:5]2.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O.[CH2:47](O)[CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH3:56]>C1COCC1>[CH2:47]([O:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([CH:12]([CH3:15])[C:13]#[N:14])[CH:6]=[CH:5]2)[CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH3:56]

参加物

6

反応物 4

HCID 81741-DecanolHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 19097091(6-Hydroxy-2-naphthyl)-propanonitrile

生成物 1

HCID 67849695(6-n-Decyloxy-2-naphthyl)propanonitrile

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
5 °C

実験手順

Into 20 ml of dry THF, were dissolved 1.5 g of oa (6-hydroxy-2-naphthyl)-propanonitrile and 3.0 g of triphenylphosphine, and cooled to 5° C. To this solution, were added dropwise 2.0 g of diethyl azodicarboxylate and then 1.2 g of n-decyl alcohol, and stirred at room temperature for 12 hours. The resulting reaction mixture was extracted with ether, followed by washing three times the ether phase with water and then distilling off the ether. The resulting oily product was extracted with hexane, and the hexanesoluble matter was recrystallized with methanol to obtain 0.7 g of oa (6-n-decyloxy-2-naphthyl)propanonitrile (Compound No. 1-10) of this invention.

後処理

  1. customThe resulting reaction mixture
  2. extractionwas extracted with ether
  3. washby washing three times the ether phase with water
  4. distillationdistilling off the ether
  5. extractionThe resulting oily product was extracted with hexane
  6. customthe hexanesoluble matter was recrystallized with methanol

出典と根拠

ORDレコード
ord-842523f6f5274584a748f187a6a500e1
出典データセット
uspto-grants-1992_11
特許番号
US05160662

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