Hydrochloric Acid → (1R,2S)-2-amino-1-phenylpentan-1-ol hydrochloride

HRID 13103Notes

Reaction equation

HRID 13103 reaction equation
[OH:1][C@H:2]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C@@H:3]([NH:7]C(=O)OC(C)(C)C)[CH2:4][CH2:5][CH3:6].O.[ClH:22]>C(OCC)(=O)C>[ClH:22].[NH2:7][C@@H:3]([CH2:4][CH2:5][CH3:6])[C@@H:2]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[OH:1]

Participants

5

Conditions

Temperature
50 °C

Procedure

The pure tert-butyl (1R,2S)-1-hydroxy-1-phenylpentan-2-ylcarbamate was dissolved in ethyl acetate (1.2 ml). Water (50 μl) and hydrochloric acid in ethyl acetate (1.0 ml, 1.5 M) were added. The solution was stirred at 50° C. for 90 min. A precipitation was formed. The volume was reduced to ⅔ by heavy stirring and a stream of argon gas. The stirring was continued for 1 h at r.t. The suspension was filtered and the solid was dried at 50° C. under reduced pressure for 2 h.

Workup

  1. customA precipitation
  2. customwas formed
  3. stirringby heavy stirring
  4. waitThe stirring was continued for 1 h at r.t
  5. filtrationThe suspension was filtered
  6. customthe solid was dried at 50° C. under reduced pressure for 2 h.

Sources & evidence

ORD record
ord-e09648a006e84ac19a3d4851d7f49de0
Source dataset
uspto-grants-2010_06
Patent number
US07728030B2

Reaction notes

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