Hydrochloric Acid → HCID 19903102, compound

HRID 1632377Notes

Reaction equation

HRID 1632377 reaction equation
C([O:8][C:9](=[O:38])[CH2:10][N:11]([C:21](=[O:37])[CH2:22][N:23]([CH2:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])CC1C=CC=CC=1)[CH:12]1[CH2:20][C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:13]1)C1C=CC=CC=1.[H][H].[ClH:41].CCOCC>C(O)C.[C].[Pd]>[ClH:41].[CH2:35]([O:34][C:32]([CH2:31][NH:23][CH2:22][C:21]([N:11]([CH:12]1[CH2:13][C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:20]1)[CH2:10][C:9]([OH:38])=[O:8])=[O:37])=[O:33])[CH3:36]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 19903086HCID 19903086, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19903102HCID 19903102, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

N-(N'-Ethoxycarbonylmethyl-N'-benzylglycyl)-N-(indan-2-yl)glycine benzyl ester (3 g) is dissolved in 100 ml of ethanol, and catalytic reduction is carried out at ordinary temperature and pressure using 5% palladium-carbon as catalyst. After absorption of 2 equivalents of hydrogen, the reaction mixture is filtered to remove the catalyst. The ethanol is distilled off under reduced pressure to give an oily substance. Addition of ethanolic hydrochloric acid with 100 ml of ether to the oily substance gives N-(N'-ethoxycarbonylmethylglycyl)-N-(indan-2-yl)glycine hydrochloride as colorless powder.

Workup

  1. filtrationthe reaction mixture is filtered
  2. customto remove the catalyst
  3. distillationThe ethanol is distilled off under reduced pressure
  4. customto give an oily substance

Sources & evidence

ORD record
ord-a52fc1b5fa0b493b96f5002f8ecb808a
Source dataset
uspto-grants-1984_10
Patent number
US04474692

Reaction notes

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