Methylglyoxal → HCID 11298738、化合物

HRID 1443027ノート

反応式

HRID 1443027 の反応式
[CH:1](=O)[C:2]([CH3:4])=O.O.[NH2:7][CH2:8][CH2:9][NH:10][CH2:11][CH2:12][NH:13][CH2:14][CH2:15][NH2:16].N1[C:21]2C=CC=C[C:20]=2N=N1.C(C=O)=O.[BH4-].[Na+]>C(O)C>[CH3:4][C:2]12[CH:1]3[N:7]4[CH2:20][CH2:21][N:16]3[CH2:15][CH2:14][N:13]1[CH2:12][CH2:11][N:10]2[CH2:9][CH2:8]4

参加物

8

反応物 6

HCID 880MethylglyoxalHCID 962WaterHCID 5565TriethylenetetramineHCID 7860GlyoxalHCID 4311764Sodium borohydrideHCID 178418385HCID 178418385、化合物

生成物 1

HCID 11298738HCID 11298738、化合物収率 68%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒3 回

反応条件

温度
0 °C

実験手順

A 40% strength solution of 6.16 g of pyruvaldehyde in water (34.2 mmol) in 10 ml of ethanol is added by slow dropwise addition into a solution of 5 g (34.2 mmol) of triethylenetetraamine in 30 ml of ethanol cooled to 0° C. On completion of addition, the reaction mixture is adjusted to ambient temperature and 8.15 g (68.5 mmol) of benzotriazole are added in a single portion. A solution of 4.97 g of glyoxal (40% in water) (34.2 mmol) in 5 ml of ethanol is added by slow dropwise addition. After 2 h of stirring at ambient temperature, the solution is cooled to 0° C. and 2.59 g (68.5 mmol) of NaBH4 are added in small portions. After returning to ambient temperature, the reaction medium is stirred for 2 hours, the ethanol is evaporated, 50 ml of water and 6.5 g of KOH pellets are added to the residue. The solution is then extracted with two 300 ml portions of chloroform. After drying over MgSO4 and evaporation of the solvents, (IIb) (a mixture of several isomers) is isolated in the form of an orange oil (4.84 g; yield=68%).

後処理

  1. additionOn completion of addition
  2. customis adjusted to ambient temperature
  3. temperaturethe solution is cooled to 0° C.
  4. customAfter returning to ambient temperature
  5. stirringthe reaction medium is stirred for 2 hours
  6. customthe ethanol is evaporated
  7. addition50 ml of water and 6.5 g of KOH pellets are added to the residue
  8. extractionThe solution is then extracted with two 300 ml portions of chloroform
  9. dry with materialAfter drying over MgSO4 and evaporation of the solvents, (IIb) (
  10. additiona mixture of several isomers)
  11. customis isolated in the form of an orange oil (4.84 g; yield=68%)

出典と根拠

ORDレコード
ord-752cadce775c4d26ad5339b28d234ecd
出典データセット
uspto-grants-2010_02
特許番号
US07659393B2

反応ノート

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