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Trifluoroacetic acid → 4-Ethyl-2,4-hexadien-1-yl carbamate

HRID 2396892
ノート
印刷プレビュー

反応式

HRID 2396892 の反応式
[CH2:1](/[C:3](=[CH:8]\[CH3:9])/[CH:4]=[CH:5]/[CH2:6][OH:7])[CH3:2].[O-:10][C:11]#[N:12].[Na+].FC(F)(F)C(O)=O>C1C=CC=CC=1>[C:11](=[O:10])([O:7][CH2:6][CH:5]=[CH:4][C:3]([CH2:1][CH3:2])=[CH:8][CH3:9])[NH2:12]
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 3

HCID 6422Trifluoroacetic acidHCID 517096Sodium CyanateHCID 86749292(E,E)-4-ethyl-2,4-hexadien-1-ol

生成物 1

HCID 540257994-Ethyl-2,4-hexadien-1-yl carbamate収率 49.7%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

To a mixture of (E,E)-4-ethyl-2,4-hexadien-1-ol (3.0 g), sodium cyanate (3.1 g), and benzene (15 ml) at room temperature was added dropwise trifluoroacetic acid (5.42 g) during 1 hour. After being stirred for 2 hours at the same temperature, the reaction mixture was partitioned between water and ethyl acetate. The organic layer separated was washed with aqueous sodium bicarbonate, water and brine, dried over anhydrous magnesium sulfate, and evaporated in vacuo. The residue was chromatographed on silica gel (1% methanol-dichloromethane) to give 2.0 g of 4-ethyl-2,4-hexadien-1-yl carbamate.

このページの内容参加物実験手順後処理出典と根拠反応ノート

後処理

  1. customthe reaction mixture was partitioned between water and ethyl acetate
  2. customThe organic layer separated
  3. washwas washed with aqueous sodium bicarbonate, water and brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customevaporated in vacuo
  6. customThe residue was chromatographed on silica gel (1% methanol-dichloromethane)

出典と根拠

ORDレコード
ord-ebb38c1fdefb4018a8f43d8101e4d402
出典データセット
uspto-grants-1996_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05495023

反応ノート

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