Sodium Hydroxide → HCID 70187776, compound

HRID 963697Notes

Reaction equation

HRID 963697 reaction equation
[C:1]1([N:7]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:8](=[O:29])[O:9][CH2:10][CH2:11][CH:12]2[C:21]3[C:16](=[C:17]([O:22][CH2:23][C:24]([O:26]CC)=[O:25])[CH:18]=[CH:19][CH:20]=3)[CH2:15][CH2:14][CH2:13]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>O1CCOCC1>[C:30]1([N:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:8](=[O:29])[O:9][CH2:10][CH2:11][CH:12]2[C:21]3[C:16](=[C:17]([O:22][CH2:23][C:24]([OH:26])=[O:25])[CH:18]=[CH:19][CH:20]=3)[CH2:15][CH2:14][CH2:13]2)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 70186174HCID 70186174, compound

Product 1

HCID 70187776HCID 70187776, compoundYield 58.9%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 2-[5-(ethoxycarbonylmethoxy)-1,2,3,4-tetrahydro-1-naphthyl]ethyl N,N-diphenylcarbamate (0.83 g) and 1N sodium hydroxide solution (2.1 ml) in dioxane (5 ml) was stirred at room temperature for 30 minutes and washed with ether. The resulting aqueous layer was acidified with 10% hydrochloric acid and extracted with ethyl acetate. The extract was washed with brine, dried over sodium sulfate, and evaporated in vacuo. The residue was powdered from 2-propanol to afford 2-[5-(carboxymethoxy)-1,2,3,4-tetrahydro-1-naphthyl]ethyl N,N-diphenylcarbamate (0.46 g) as a colorless powder. mp: 145° C.

Workup

  1. washwashed with ether
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with brine
  4. dry with materialdried over sodium sulfate
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-7095d1c4d2ef42148c1ba515630066e3
Source dataset
uspto-grants-1998_06
Patent number
US05763489

Reaction notes

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