Furfuryl Alcohol → N-(2-Furylmethoxy)phthalimide

HRID 328446

反応式

HRID 328446 の反応式
[OH:1][N:2]1[C:6](=[O:7])[C:5]2=[CH:8][CH:9]=[CH:10][CH:11]=[C:4]2[C:3]1=[O:12].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:20][C:21]1[O:22][CH:23]=[CH:24][CH:25]=1.C(O)C1OC=CC=1>O.CS(C)=O>[O:22]1[CH:23]=[CH:24][CH:25]=[C:21]1[CH2:20][O:1][N:2]1[C:3](=[O:12])[C:4]2=[CH:11][CH:10]=[CH:9][CH:8]=[C:5]2[C:6]1=[O:7]

参加物

7

反応物 4

HCID 7361Furfuryl AlcoholHCID 10665N-HydroxyphthalimideHCID 11430Potassium CarbonateHCID 2195202-(Chloromethyl)furan

生成物 1

HCID 19975015N-(2-Furylmethoxy)phthalimide収率 70%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

実験手順

To a stirred mixture of N-hydroxyphthalimide (41 g.), anhydrous potassium carbonate (26.4 g.) and dry dimethyl sulphoxide (400 ml.) was added 2-chloromethylfuran (freshly prepared, but undistilled, from 46.2 g. furfuryl alcohol according to the method of W. R. Kirner JACS, 1928, 50, 1955). The mixture was stirred for 18 hr., then poured into water (1.5 l). The precipitated solid was filtered off, washed well with water, and recrystallised from ethanol to give N-(fur-2-ylmethoxy)phthalimide (42.8 g., 70%), m.p. 145.3° - 146.2° τ values (DMSO-d6) are 4.80 (CH2), 2.22, 3.30, 3.50 (furyl protons) 2.08 (phthalimide protons).

後処理

  1. customfreshly prepared
  2. filtrationThe precipitated solid was filtered off
  3. washwashed well with water
  4. customrecrystallised from ethanol

出典と根拠

ORDレコード
ord-fff37ae685fb4a99b5bf14a1e6a93874
出典データセット
uspto-grants-1977_04
特許番号
US04017515

関連ノート

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