(+-)-Methionine → HCID 53810584, compound

HRID 963694Notes

Reaction equation

HRID 963694 reaction equation
[C:1]1([N:7]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:8](=[O:24])[O:9][CH2:10][CH2:11][CH:12]2[C:21]3[C:16](=[C:17]([O:22]C)[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.NC(C(O)=O)CCSC>CS(O)(=O)=O>[C:25]1([N:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:8](=[O:24])[O:9][CH2:10][CH2:11][CH:12]2[C:21]3[C:16](=[C:17]([OH:22])[CH:18]=[CH:19][CH:20]=3)[CH2:15][CH2:14][CH2:13]2)[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

4

Reactant 2

HCID 876(+-)-MethionineHCID 54116045HCID 54116045, compound

Product 1

HCID 53810584HCID 53810584, compoundYield 85.8%

Reagents, catalysts & solvents 1

HCID 6395Methanesulfonic AcidSolvent

Procedure

A suspension of 2-(5-methoxy-1,2,3,4-tetrahydro-1-naphthyl)ethyl N,N-diphenylcarbamate (0.93 g) and DL-methionine (3.50 g) in methanesulfonic acid (15 ml) was stirred at room temperature for 16 hours, then poured into ice water. The resulting mixture was extracted with ethyl acetate. The extract was washed successively with 5% hydrochloric acid and brine, dried over sodium sulfate, and evaporated in vacuo to afford crude 2-(5-hydroxy-1,2,3,4-tetrahydro-1-naphthyl)ethyl N,N-diphenylcarbamate (0.77 g).

Workup

  1. extractionThe resulting mixture was extracted with ethyl acetate
  2. washThe extract was washed successively with 5% hydrochloric acid and brine
  3. dry with materialdried over sodium sulfate
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-25489a43d80840b1a88508fbec5a575f
Source dataset
uspto-grants-1998_06
Patent number
US05763489

Reaction notes

Loading…