5-Bromo-2-isocyanatomethyl-1,3-dimethyl-benzene → 3-(4-Bromo-2,6-dimethyl-benzyl)-6-(2-methyl-allyl)-6-phenyl-[1,3]oxazinan-2-one

HRID 406785Notes

Reaction equation

HRID 406785 reaction equation
Cl[CH2:2][CH2:3][C:4]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([OH:9])[CH2:5][C:6]([CH3:8])=[CH2:7].[Br:16][C:17]1[CH:18]=[C:19]([CH3:28])[C:20]([CH2:24][N:25]=[C:26]=[O:27])=[C:21]([CH3:23])[CH:22]=1>>[Br:16][C:17]1[CH:22]=[C:21]([CH3:23])[C:20]([CH2:24][N:25]2[CH2:2][CH2:3][C:4]([CH2:5][C:6]([CH3:8])=[CH2:7])([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[O:9][C:26]2=[O:27])=[C:19]([CH3:28])[CH:18]=1

Participants

3

Reactant 2

HCID 581023945-Bromo-2-isocyanatomethyl-1,3-dimethyl-benzeneHCID 595323881-Chlor-5-methyl-3-phenylhex-5-en-3-ol

Product 1

HCID 581023963-(4-Bromo-2,6-dimethyl-benzyl)-6-(2-methyl-allyl)-6-phenyl-[1,3]oxazinan-2-one

Procedure

The title compound was prepared from 1-chloro-5-methyl-3-phenyl-hex-5-en-3-ol and 5-bromo-2-isocyanatomethyl-1,3-dimethyl-benzene following a procedure analogous to that described in Step 1 of Example 96. LC-MS (Method 5): tR=4.95 min; Mass spectrum (ESI+): m/z=428/430 (Br) [M+H]+.

Sources & evidence

ORD record
ord-3a45c8b68a64413aad41c9ac84b17276
Source dataset
uspto-grants-2014_06
Patent number
US08754076B2

Reaction notes

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