Hydrochloric Acid → 2,2,3,3,4,4,5,5,5-nonafluoro-N-[4-(cyanomethyl)phenyl]pentanamide

HRID 35022

反応式

HRID 35022 の反応式
[F:1][C:2]([F:16])([C:6]([F:15])([F:14])[C:7]([F:13])([F:12])[C:8]([F:11])([F:10])[F:9])[C:3]([OH:5])=O.C(OC#C)C.[NH2:22][C:23]1[CH:31]=[CH:30][C:26]([CH2:27][C:28]#[N:29])=[CH:25][CH:24]=1.Cl>C(OCC)(=O)C>[F:16][C:2]([F:1])([C:6]([F:15])([F:14])[C:7]([F:13])([F:12])[C:8]([F:11])([F:10])[F:9])[C:3]([NH:22][C:23]1[CH:31]=[CH:30][C:26]([CH2:27][C:28]#[N:29])=[CH:25][CH:24]=1)=[O:5]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 61239Ether, ethyl ethynylHCID 75921Perfluoropentanoic acidHCID 770004-Aminophenylacetonitrile

生成物 1

HCID 142538082,2,3,3,4,4,5,5,5-nonafluoro-N-[4-(cyanomethyl)phenyl]pentanamide収率 53%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

Perfluorovaleric acid (10 g), ethoxyacetylene (12.3 g) and ethyl acetate (175 mL) were stirred overnight at room temperature under a nitrogen atmosphere. 4-Aminobenzylcyanide (5.57 g) was added and the resulting mixture was allowed to stir at room temperature for 24 hours. The reaction mixture was cooled in ice and 10% aqueous HCl solution was added until a precipitate formed. The solid was collected and washed with water and hexane, sequentially, and dried in vacuo to yield 7.4 g (53%) of 2,2,3,3,4,4,5,5,5-nonafluoro-N-[4-(cyanomethyl)phenyl]pentanamide as a tan solid, m.p. 126°-128° C.

後処理

  1. temperatureThe reaction mixture was cooled in ice
  2. customformed
  3. customThe solid was collected
  4. washwashed with water and hexane
  5. customsequentially, and dried in vacuo

出典と根拠

ORDレコード
ord-f2b749b3013a4f95b6d4602cc7baf859
出典データセット
uspto-grants-1988_08
特許番号
US04764623

関連ノート

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