Sodium Hydroxide → HCID 70187776, compound

HRID 344031Notes

Reaction equation

HRID 344031 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 1,339.6%

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 10.46 g) as a colorless cowder.

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-18f930be7bbb43cfa58355989a22a2bc
Source dataset
uspto-grants-1999_01
Patent number
US05863918

Reaction notes

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