Dichloromethane → HCID 12800846, compound

HRID 1376845Notes

Reaction equation

HRID 1376845 reaction equation
C(Cl)Cl.S(C1C=CC(C)=CC=1)(O)(=O)=O.[NH2:15][CH2:16][C:17]([O:19][CH2:20][C:21]1[CH:26]=[CH:25][C:24]([N+:27]([O-:29])=[O:28])=[CH:23][CH:22]=1)=[O:18].[OH-].[Na+]>O>[NH2:15][CH2:16][C:17]([O:19][CH2:20][C:21]1[CH:26]=[CH:25][C:24]([N+:27]([O-:29])=[O:28])=[CH:23][CH:22]=1)=[O:18]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 12800847p-Nitrobenzyl glycinate tosylate

Product 1

HCID 12800846HCID 12800846, compoundYield 95.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of one liter of methylene chloride, 500 ml of water and 100 g of p-nitrobenzyl glycinate tosylate was strongly stirred while 26 ml of 10N sodium hydroxide were added dropwise and stirring was continued for 5 minutes after the addition. The decanted aqueous phase was extracted with methylene chloride and the combined organic phases were washed with water, dried and concentrated to dryness under reduced pressure at less than 40° C. to obtain 52.3 g of p-nitrobenzyl glycinate melting at 45°-50° C.

Workup

  1. additionwere added dropwise
  2. additionafter the addition
  3. extractionThe decanted aqueous phase was extracted with methylene chloride
  4. washthe combined organic phases were washed with water
  5. customdried
  6. concentrationconcentrated to dryness under reduced pressure at less than 40° C.

Sources & evidence

ORD record
ord-b677f8981439420b8171b9c36c007c3c
Source dataset
uspto-grants-1997_09
Patent number
US05663164

Reaction notes

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