Water → 1,3,5-Triiodo-2,4,6-tris-(oxiranylmethoxymethyl)benzene

HRID 1271809ノート

反応式

HRID 1271809 の反応式
[OH-:1].[Na+].[I:3][C:4]1[C:9]([CH2:10][OH:11])=[C:8]([I:12])[C:7]([CH2:13][OH:14])=[C:6]([I:15])[C:5]=1[CH2:16][OH:17].[CH2:18]([CH:20]1[O:22][CH2:21]1)Cl.[OH2:23]>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC>[I:3][C:4]1[C:5]([CH2:16][O:17][CH2:18][CH:20]2[CH2:21][O:22]2)=[C:6]([I:15])[C:7]([CH2:13][O:14][CH2:5][CH:4]2[CH2:9][O:1]2)=[C:8]([I:12])[C:9]=1[CH2:10][O:11][CH2:6][CH:7]1[CH2:8][O:23]1

参加物

6

反応物 4

HCID 962WaterHCID 7835EpichlorohydrinHCID 14798Sodium HydroxideHCID 206936271,3,5-Triiodo-2,4,6-trihydroxymethylbenzene

生成物 1

HCID 184548791,3,5-Triiodo-2,4,6-tris-(oxiranylmethoxymethyl)benzene

試薬・触媒・溶媒 1

HCID 94433Tetrabutylammonium hydrogen sulfate触媒

実験手順

55 ml of a 32% NaOH solution is added in drops at room temperature to a mixture that consists of 11.0 g (20.1 mmol) of 1,3,5-triiodo-2,4,6-trishydroxymethylbenzene, 55.5 g (0.6 mol) of epichlorohydrin and 1.1 g (3.2 mmol) of tetrabutylammonium hydrogen sulfate within 1 hour, and then it is stirred for 12 hours. It is mixed with 150 ml of water and extracted twice with 200 ml each of toluene. The combined organic phases are dried on sodium sulfate, the solvent is evaporated to the dry state and chromatographed on silica gel (mobile solvent:hexane/ethyl acetate 10:1). The fractions that contain the product are combined and concentrated by evaporation.

後処理

  1. extractionextracted twice with 200 ml each of toluene
  2. customThe combined organic phases are dried on sodium sulfate
  3. customthe solvent is evaporated to the dry state
  4. customchromatographed on silica gel (mobile solvent:hexane/ethyl acetate 10:1)
  5. concentrationconcentrated by evaporation

出典と根拠

ORDレコード
ord-b4c70f6b7b094d908dc42c6df188eb07
出典データセット
uspto-grants-2007_04
特許番号
US07208140B2

反応ノート

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