Sodium hydride → N-(2-isopropyloxyethyl)isatic acid anhydride

HRID 1975370

反応式

HRID 1975370 の反応式
[C:1]1([C:8]([C:10]([O:12][C:13](=[O:23])[C:14](=[O:22])[C:15]2[C:16](=[CH:18][CH:19]=[CH:20][CH:21]=2)[NH2:17])=[O:11])=[O:9])[C:2](=[CH:4][CH:5]=[CH:6][CH:7]=1)[NH2:3].[H-].[Na+].S(C1C=CC(C)=CC=1)(O[CH2:30][CH2:31][O:32][CH:33]([CH3:35])[CH3:34])(=O)=O>O=P(N(C)C)(N(C)C)N(C)C>[CH:33]([O:32][CH2:31][CH2:30][NH:3][C:2]1[C:1]([C:8]([C:10]([O:12][C:13](=[O:23])[C:14](=[O:22])[C:15]2[C:16](=[CH:18][CH:19]=[CH:20][CH:21]=2)[NH:17][CH2:30][CH2:31][O:32][CH:33]([CH3:34])[CH3:35])=[O:11])=[O:9])=[CH:7][CH:6]=[CH:5][CH:4]=1)([CH3:35])[CH3:34]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 12914357IsatinsaureanhydridHCID 190994432-Isopropoxyethyl 4-methylbenzenesulfonate

生成物 1

HCID 53681304N-(2-isopropyloxyethyl)isatic acid anhydride

試薬・触媒・溶媒 1

HCID 12679Hexamethylphosphoramide溶媒2 回

実験手順

The starting material is prepared as follows: 3 g of isatic acid anhydride are dissolved in 50 ml of distilled hexametapol(=hexamethylphosphoric acid triamide). The solution is cooled to 5°, and 0.96 g of 55% NaH (freed of oil with hexane) is added. The mixture is stirred for 30 minutes at RT and then 5.67 g of O-(2-isopropyloxyethyl) tosylate are added. The mixture is stirred for 30 minutes at RT and for one hour at 50°. The mixture is left to stand overnight and is poured onto ice, and the organic layer is separated off and washed with water. The mixture is concentrated by evaporation, and the residue is digested with ether and filtered off with suction, yielding N-(2-isopropyloxyethyl)isatic acid anhydride, m.p. 107°-108°.

後処理

  1. customThe starting material is prepared
  2. temperatureThe solution is cooled to 5°
  3. stirringThe mixture is stirred for 30 minutes at RT and for one hour at 50°
  4. waitThe mixture is left
  5. waitto stand overnight
  6. additionis poured onto ice
  7. customthe organic layer is separated off
  8. washwashed with water
  9. concentrationThe mixture is concentrated by evaporation
  10. filtrationfiltered off with suction

出典と根拠

ORDレコード
ord-9bd2642b51de4fb08f43035628853c24
出典データセット
uspto-grants-1994_02
特許番号
US05286728

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