Methylglyoxal → HCID 11298738, 화합물

HRID 1443027노트

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HRID 1443027 반응식
[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

참가 물질

8

반응물 6

HCID 880MethylglyoxalHCID 962WaterHCID 5565TriethylenetetramineHCID 7860GlyoxalHCID 4311764Sodium borohydrideHCID 178418385HCID 178418385, 화합물

생성물 1

HCID 11298738HCID 11298738, 화합물수율 68%

시약·촉매·용매 1

HCID 702Ethanol용매3회

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온도
0 °C

실험 절차

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%).

후처리

  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%)

출처 및 근거

ORD 기록
ord-752cadce775c4d26ad5339b28d234ecd
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07659393B2

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