Hydrochloric Acid → ethyl (R)-2-amino-3-(5,6,7,8-tetrahydro-naphthalen-2-yl)-propionate

HRID 644336Notes

Reaction equation

HRID 644336 reaction equation
[NH2:1][C@H:2]([CH2:6][C:7]1[CH:16]=[CH:15][C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[CH:8]=1)[C:3]([OH:5])=[O:4].Cl.[CH3:18][CH2:19]O>>[NH2:1][C@H:2]([CH2:6][C:7]1[CH:16]=[CH:15][C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[CH:8]=1)[C:3]([O:5][CH2:18][CH3:19])=[O:4]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 68578864(R)-2-amino-3-(5,6,7,8-tetrahydro-naphthalen-2-yl)-propionic acid

Product 1

HCID 69720392ethyl (R)-2-amino-3-(5,6,7,8-tetrahydro-naphthalen-2-yl)-propionate

Procedure

A mixture of 3.7 g (14.5 mmol) (R)-2-amino-3-(5,6,7,8-tetrahydro-naphthalen-2-yl)-propionic acid and 150 mL EtOH was combined with 50 mL ethanolic HCl with stirring. The reaction mixture was stirred for 2 h, evaporated down under reduced pressure and the residue was taken up in DCM. The organic solution washed with 15% K2CO3 solution, dried and evaporated down under reduced pressure.

Workup

  1. stirringThe reaction mixture was stirred for 2 h
  2. customevaporated down under reduced pressure
  3. washThe organic solution washed with 15% K2CO3 solution
  4. customdried
  5. customevaporated down under reduced pressure

Sources & evidence

ORD record
ord-d52485b00a704d7aa070ee3dfe726954
Source dataset
uspto-grants-2010_04
Patent number
US07700589B2

Reaction notes

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