Methanesulfonic Acid → HCID 54532739, compound

HRID 1156710Notes

Reaction equation

HRID 1156710 reaction equation
Cl.[C:2]([NH:6][CH2:7][C:8]([C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[CH3:23])=[C:12]([CH2:24][O:25][C:26](=[O:28])[CH3:27])[CH:11]=1)=[O:9])([CH3:5])([CH3:4])[CH3:3].[BH4-].[Na+].[CH3:31][S:32](O)(=[O:34])=[O:33]>CO>[CH3:31][S:32]([O:9][CH:8]([CH2:7][NH:6][C:2]([CH3:5])([CH3:3])[CH3:4])[C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[CH3:23])=[C:12]([CH2:24][O:25][C:26](=[O:28])[CH3:27])[CH:11]=1)(=[O:34])=[O:33]

Participants

5

Reactant 3

HCID 6395Methanesulfonic AcidHCID 4311764Sodium borohydrideHCID 70553942HCID 70553942, compound

Product 1

HCID 54532739HCID 54532739, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Proceeding in a manner similar to that described above in part B of Example 151, 22 g. of 3-(acetoxymethyl)-4-(o-toluyloxy)phenyl tert-butylaminomethyl ketone hydrochloride was reduced in anhydrous methyl alcohol with 1.13 g. of sodium borohydride and the reduction product was treated with methanesulfonic acid to yield 3-(acetoxymethyl)-4-(o-toluyloxy)-alpha-(tert-butylaminomethyl)benzyl alcohol methanesulfonate as a white solid which melted at 116°-118° C. (uncorr.).

Sources & evidence

ORD record
ord-19f6a5809e7c406388609e6ccff2ff24
Source dataset
uspto-grants-1982_06
Patent number
US04336400

Reaction notes

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