Sodium borohydride → HCID 68226106, compound

HRID 1853899Notes

Reaction equation

HRID 1853899 reaction equation
C([C@@H]1COC(=O)N1[C:14](=[O:25])[C@@H:15]([C:17]1[CH:22]=[CH:21][C:20]([Br:23])=[CH:19][C:18]=1[F:24])[CH3:16])C1C=CC=CC=1.[BH4-].[Na+]>>[Br:23][C:20]1[CH:21]=[CH:22][C:17]([C@@H:15]([CH3:16])[CH2:14][OH:25])=[C:18]([F:24])[CH:19]=1

Participants

3

Reactant 2

HCID 4311764Sodium borohydrideHCID 86689560HCID 86689560, compound

Product 1

HCID 68226106HCID 68226106, compoundYield 87%

Procedure

Following the procedure outlined for Example 630, (R)-4-benzyl-3-((R)-2-(4-bromo-2-fluorophenyl)propanoyl)oxazolidin-2-one (3 g, 7.4 mmol) was reacted with sodium borohydride (1.2 g, 37 mmol) to obtain the desired product (1.5 g, 87%) as light yellow oil; ESI MS m/z 234 [C11H10BrFO+H]+

Sources & evidence

ORD record
ord-948f19bd72344d9289fb7870ac01f671
Source dataset
uspto-grants-2015_02
Patent number
US08962648B2

Reaction notes

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