3-Bromobenzaldehyde → HCID 68773460, compound

HRID 2265265Notes

Reaction equation

HRID 2265265 reaction equation
[CH2:1]([C@H:8]1[CH2:12][O:11][C:10](=[O:13])[N:9]1[C:14](=[O:17])[CH2:15][CH3:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:18][C:19]1[CH:20]=[C:21]([CH:24]=[CH:25][CH:26]=1)[CH:22]=[O:23]>>[CH2:1]([C@H:8]1[CH2:12][O:11][C:10](=[O:13])[N:9]1[C:14](=[O:17])[C@H:15]([CH3:16])[C@H:22]([C:21]1[CH:24]=[CH:25][CH:26]=[C:19]([Br:18])[CH:20]=1)[OH:23])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 765833-BromobenzaldehydeHCID 2733696(4S)-4-Benzyl-3-propanoyl-1,3-oxazolidin-2-one

Product 1

HCID 68773460HCID 68773460, compoundYield 76%

Procedure

The title compound (2.73 g, 76%) was prepared from 4-(S)-benzyl-3-propionyl-oxazolidin-2-one and 3-bromobenzaldehyde as in Example 55, Part B. 1H NMR (400 MHz, CDCl3): 7.59-7.56 (m, 1H), 7.42-7.38 (m, 1H), 7.37-7.28 (m, 4H), 7.25-7.18 (m, 3H), 5.11 (app t, J=2.8, 1H), 4.73-4.64 (m, 1H), 4.22-4.16 (m, 2H), 4.02 (dq, J=7.0, 3.3, 1H), 3.27 (d, J=2.6, 1H), 3.25 (dd, J=13.4, 3.4, 1H), 2.80 (dd, J=13.4, 9.4, 1H), 1.18 (d, J=7.0, 3H).

Sources & evidence

ORD record
ord-46b319f0c8194a6b8970ed19226ed8b8
Source dataset
uspto-grants-2010_12
Patent number
US07855292B2

Reaction notes

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