Ammonium thiocyanate → Methyl 3-Bromo-3-Thiocyanoacrylate

HRID 128565

反応式

HRID 128565 の反応式
[S-:1][C:2]#[N:3].[NH4+].[Br:5][C:6]#[C:7][C:8]([O:10][CH3:11])=[O:9]>S(=O)(=O)(O)O>[Br:5][C:6]([S:1][C:2]#[N:3])=[CH:7][C:8]([O:10][CH3:11])=[O:9]

参加物

4

反応物 2

HCID 15666Ammonium thiocyanateHCID 294619Methyl 3-bromoprop-2-ynoate

生成物 1

HCID 54348499Methyl 3-Bromo-3-Thiocyanoacrylate

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

To a stirred solution of ammonium thiocyanate (3.06 g., 0.04 mole) in 2M aqueous sulfuric acid (20 ml) at 0° C., methyl 3-bromopropiolate (3.26 g., 0.02 mole) was added dropwise, neat, over 5 minutes. After keeping the temperature at 0° C. for 1 hour, the mixture, consisting of a solid precipitate in the aqueous solution, was extracted with ether which was washed with water, dried (MgSO4), and concentrated. The residual solid was suspended in hexane and removed by filtration, yielding 2.4 g. of product. The solid recrystallized from ethanol as yellowish microcrystals; mp 139°-142.5° C.; IR (KBr) 2170, 1680 cm-1.

後処理

  1. customat 0° C.
  2. customfor 1 hour
  3. extractionwas extracted with ether which
  4. washwas washed with water
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated
  7. customremoved by filtration
  8. customyielding 2.4 g
  9. customThe solid recrystallized from ethanol as yellowish microcrystals

出典と根拠

ORDレコード
ord-ea6c9949fb164a7596e52014184b1aec
出典データセット
uspto-grants-1995_11
特許番号
US05464832

関連ノート

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