Potassium Carbonate → HCID 70052398, compound

HRID 266482Notes

Reaction equation

HRID 266482 reaction equation
C1(N2C(S[CH2:13][N:14]3[C:24](=[O:25])[C:23]4[C:18](=[C:19]([O:32][CH3:33])[C:20](CCC)=[CH:21][C:22]=4[O:26][CH2:27][CH3:28])[S:15]3(=[O:17])=[O:16])=NN=N2)C=CC=CC=1.BrC[C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37].C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[CH2:13]([N:14]1[C:24](=[O:25])[C:23]2[C:18](=[C:19]([O:32][CH2:33][C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[CH:20]=[CH:21][C:22]=2[O:26][CH2:27][CH3:28])[S:15]1(=[O:16])=[O:17])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 79177tert-Butyl bromoacetateHCID 70053097HCID 70053097, compound

Product 1

HCID 70052398HCID 70052398, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 2-benzyl-4-ethoxy-7-hydroxysaccharin (part B of Example 50, 0.5 g), t-butyl bromoacetate (0.3 g, 0.25 mL), potassium carbonate (0.30 g) and methyl ethyl ketone (about 10 mL) was heated at 70°-80° C. for about one hour, let cool and poured into ice-water (400 mL). The mixture was stirred overnight and the solid was collected affording 2-benzyl-4-ethoxy-7-(t-butoxycarbonylmethoxy)saccharin, 0.58 g, 86% yield.

Workup

  1. temperaturewas heated at 70°-80° C. for about one hour
  2. temperaturelet cool
  3. customthe solid was collected

Sources & evidence

ORD record
ord-d5bd4e28de5142afbf955ba18109dc43
Source dataset
uspto-grants-1997_07
Patent number
US05650422

Reaction notes

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