Sodium Hydroxide → HCID 69529816, compound

HRID 1796415Notes

Reaction equation

HRID 1796415 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C@H:12]1[CH2:21][CH2:20][C:19]2[C:14](=[CH:15][C:16]([CH:22]=[CH:23][C:24]([O:26]CC)=[O:25])=[CH:17][CH:18]=2)[CH2:13]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CO.C1COCC1>[CH2:1]([O:8][C:9]([NH:11][C@H:12]1[CH2:21][CH2:20][C:19]2[C:14](=[CH:15][C:16]([CH:22]=[CH:23][C:24]([OH:26])=[O:25])=[CH:17][CH:18]=2)[CH2:13]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 69529284HCID 69529284, compound

Product 1

HCID 69529816HCID 69529816, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

2 g (5.3 mmole) of (2S)-2-benzyloxycarbonylamino-7-(3-ethoxy-3-oxo-1-propenyl)-tetralin were dissolved in 20 ml of methanol and 30 ml of THF, and 5.3 ml of 1N NaOH were added. The solution was stirred overnight at ambient temperature. The solvent was evaporated off, the residue was taken up in water and washed with ethyl ether; the aqueous phase was acidified with 5% citric acid and then extracted with ethyl acetate. It was dried over sodium sulfate and the solvent was evaporated off. The product of the heading was obtained.

Workup

  1. customThe solvent was evaporated off
  2. washwashed with ethyl ether
  3. extractionextracted with ethyl acetate
  4. dry with materialIt was dried over sodium sulfate
  5. customthe solvent was evaporated off
  6. customThe product of the heading was obtained

Sources & evidence

ORD record
ord-20c3d57492a74acda989787932783ea5
Source dataset
uspto-grants-2006_04
Patent number
US07030160B2

Reaction notes

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