Diethyl Ether → HCID 22220851、化合物

HRID 1794036ノート

反応式

HRID 1794036 の反応式
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH:6]([OH:8])[CH3:7].[Cl:9][CH2:10][C:11]([N:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1)=[O:12].C(#N)C.CCOCC>CO>[Cl-:9].[OH:8][CH:6]([C:2]1[S:1][CH:5]=[CH:4][N+:3]=1[CH2:10][C:11](=[O:12])[N:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1)[CH3:7]

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 6342Acetonitrile2 回HCID 884401-(Chloroacetyl)pyrrolidineHCID 99892951-(1,3-Thiazol-2-yl)ethan-1-ol

生成物 1

HCID 22220851HCID 22220851、化合物収率 66.9%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

1-(2-Thiazolyl)ethanol (1.14 g, 8.8 mmole), N-chloroacetylpyrrolidine (1.30 g, 8.8 mmole), and acetonitrile (1.25 mL) were combined and heated at reflux in an oil bath at 105–110 C for 6 hr. Acetonitrile (8 mL) was added and heating was continued 10 min. The cooled, clear solution was treated with ether (10 mL), causing an oil to separate, which crystalized on standing at room temp. overnight. Filtration and washing with 30% ether/acetonitrile gave 1.86 g crude product which was dissolved in methanol, decolorized, and evaporated to dryness. The residue was recrystalized from acetonitrile/ether and from methanol/acetonitrile/ether to yield 1.63 g of the title compound, mp 189–190 C (dec.).

後処理

  1. temperatureheated
  2. temperatureat reflux in an oil bath at 105–110 C for 6 hr
  3. temperatureheating
  4. customto separate
  5. customwhich crystalized
  6. waiton standing at room temp. overnight
  7. filtrationFiltration
  8. washwashing with 30% ether/acetonitrile
  9. customgave 1.86 g crude product which
  10. customevaporated to dryness
  11. customThe residue was recrystalized from acetonitrile/ether and from methanol/acetonitrile/ether

出典と根拠

ORDレコード
ord-39ba1c4ef4d3464e979d8a9240055043
出典データセット
uspto-grants-2006_04
特許番号
US07022721B1

反応ノート

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