N-Methylpropanamide → Propanedioic acid monopropyl ester

HRID 1282411ノート

反応式

HRID 1282411 の反応式
C([O:4][C:5](=[O:9])[CH2:6][C:7]#N)CC.C[O:11]C(=O)CCC(O)=O.CN[C:21](=[O:24])[CH2:22][CH3:23]>P([O-])([O-])([O-])=O.[K+].[K+].[K+]>[CH2:21]([O:24][C:7](=[O:11])[CH2:6][C:5]([OH:4])=[O:9])[CH2:22][CH3:23]

参加物

5

反応物 3

HCID 14470N-MethylpropanamideHCID 77487monoMethyl succinateHCID 84444Propyl cyanoacetate2 回

生成物 1

HCID 9920416Propanedioic acid monopropyl ester

試薬・触媒・溶媒 1

HCID 62657Potassium Phosphate, Tribasic溶媒2 回

反応条件

温度
25 °C

実験手順

Into a 10-mL volumetric flask was added 0.1271 g (1.00 mmol, 0.100 M) of cyanoacetic acid propyl ester, 9.689 mL of potassium phosphate buffer (50 mM, pH 7.0), and 0.20 mL of a 50 wt % cell suspension (0.10 g wet cell weight, 0.024 g dry cell weight) of Acidovorax facilis 72W (ATCC 55746) cells in 0.35 M potassium phosphate buffer (pH 7.0, previously heat-treated at 50° C. for 1h), and the resulting 10 mL suspension stirred at 25° C. Samples (0.180 mL) were mixed with 0.020 mL of 0.750 M N-methylpropionamide (HPLC external standard solution). The resulting solution was analyzed by HPLC. After 5 h, the conversion of cyanoacetic acid propyl ester was complete, and the yield (determined by HPLC and NMR) of propanedioic acid monopropyl ester was 100%, with no production of cyanoacetic acid or propanedioic acid.

後処理

  1. additionInto a 10-mL volumetric flask was added

出典と根拠

ORDレコード
ord-e68732778b9a4090a3f420438d37b877
出典データセット
uspto-grants-2002_09
特許番号
US06455730B1

反応ノート

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