HCID 12543456, compound → HCID 53738993, compound

HRID 1863252Notes

Reaction equation

HRID 1863252 reaction equation
[C:1]1([CH2:7][CH2:8][C:9]2[O:10][CH:11]=[C:12]([CH3:14])[N:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CS([C:19]1[CH2:20][O:21][CH2:22][CH:23]=1)(=O)=O>C(Cl)Cl>[C:1]1([CH2:7][CH2:8][C:9]2[C:19]3[CH2:20][O:21][CH2:22][C:23]=3[C:11]([OH:10])=[C:12]([CH3:14])[N:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 12543456HCID 12543456, compoundHCID 53717978HCID 53717978, compound

Product 1

HCID 53738993HCID 53738993, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

18.7 g (100 millimoles) of 2-β-phenylethyl-4-methyloxazole and 29.6 g (200 millimoles) of 3-methylsulfonyl-2,5-dihydrofuran are heated at 160° C. for 20 hours. The mixture is digested in methylene chloride and the residue is filtered off, digested in nitromethane and again filtered off. 10.5 g are obtained. Subsequent recrystallization from dimethylformamide gives pure 4-β-phenylethyl-6-methyl-1,3-dihydro-furo[3,4-c]pyridin-7-ol of melting point 248° C.

Workup

  1. filtrationthe residue is filtered off
  2. filtrationagain filtered off
  3. custom10.5 g are obtained
  4. customSubsequent recrystallization from dimethylformamide

Sources & evidence

ORD record
ord-d71caec9f38e42bfac51de09b58473fd
Source dataset
uspto-grants-1979_09
Patent number
US04168379

Reaction notes

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