Hydrogen Bromide → HCID 70621110, compound

HRID 1973305Notes

Reaction equation

HRID 1973305 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:7]([CH2:22][CH2:23][NH:24]C(OCC2C=CC=CC=2)=O)[C:8]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:9]2[C:14]=1[CH:13]=[CH:12][C:11]([Cl:15])=[CH:10]2)=[O:5])[CH3:2].[BrH:35].CCOCC>C(O)(=O)C>[BrH:35].[CH2:1]([O:3][C:4]([C:6]1[N:7]([CH2:22][CH2:23][NH2:24])[C:8]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:9]2[C:14]=1[CH:13]=[CH:12][C:11]([Cl:15])=[CH:10]2)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 3283Diethyl EtherHCID 537083492-{2-[(Benzyloxycarbonyl)amino]ethyl}-5-chloro-3-phenylisoindole-1-carboxylic acid ethyl ester

Product 1

HCID 70621110HCID 70621110, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

4.8 G. of 2-{2-[(benzyloxycarbonyl)amino]-ethyl}-5-chloro-3-phenylisoindole-1-carboxylic acid ethyl ester are dissolved in 10 ml. of glacial acetic acid; 15 ml. of a solution of 33% hydrobromic acid in glacial acetic acid are added. The mixture is left to stand for 2 hours at room temperature with occasional shaking and then poured into 150 ml. of ether. The precipitated crystals are removed by filtration under suction and washed with ether. Recrystallization from ethanol yields 2-(2-aminoethyl)-5-chloro-3-phenylisoindole-1-carboxylic acid ethyl ester hydrobromide; melting point 230°-234° C. (decomposition).

Workup

  1. waitThe mixture is left
  2. additionpoured into 150 ml
  3. customThe precipitated crystals are removed by filtration under suction
  4. washwashed with ether
  5. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-88eff4af46d34ec0a743bf1a7157bee2
Source dataset
uspto-grants-1976_12
Patent number
US03996374

Reaction notes

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