Sodium Hydroxide → HCID 53720939, compound

HRID 963381Notes

Reaction equation

HRID 963381 reaction equation
S(O)(O)(=O)=O.[NH2:6][C:7]1[CH:8]=[C:9]([O:13][B:14]([OH:16])[OH:15])[CH:10]=[CH:11][CH:12]=1.NC1[CH:19]=[C:20]([O:24]B(O)O)C=CC=1.[OH-].[Na+].C([CH:32]([C:36](Cl)=[O:37])[C:33](Cl)=[O:34])C>O.O1CCCC1>[CH2:20]([O:24][C:36]([CH2:32][C:33]([NH:6][C:7]1[CH:8]=[C:9]([O:13][B:14]([OH:16])[OH:15])[CH:10]=[CH:11][CH:12]=1)=[O:34])=[O:37])[CH3:19]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 109209242-Ethylpropanedioyl dichlorideHCID 123133644HCID 123133644, compound

Product 1

HCID 53720939HCID 53720939, compoundYield 45%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

1.86 g of 3-aminophenyl-boric acid hemisulphate are suspended are suspended in 20 ml of water and treated with 5 ml of a 2N sodium hydroxide solution. The clear, yellowish solution is treated dropwise while cooling with ice with a solution of monoethyl malonyl chloride in 7 ml of tetrahydrofuran. The mixture is stirred at room temperature for a further 15 min. and the precipitate is filtered off under suction. It is recrystallized in 50 ml of water. 1.12 g (45%) of 3-(2-ethoxycarbonylacetylamino)-phenylboric acid are isolated. M.p. 247°.

Workup

  1. additionThe clear, yellowish solution is treated dropwise
  2. filtrationthe precipitate is filtered off under suction
  3. customIt is recrystallized in 50 ml of water

Sources & evidence

ORD record
ord-9373e74ceb9a4750973d354d82fceaa3
Source dataset
uspto-grants-1998_06
Patent number
US05763450

Reaction notes

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