Ethyl Acetate → (+/-)-5-chloro-4-ethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one

HRID 2117276Notes

Reaction equation

HRID 2117276 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH:9]([OH:12])[CH2:10][CH3:11].[C:13](OCC)(=[O:15])C>>[Cl:8][C:4]1[C:3]2[CH:9]([CH2:10][CH3:11])[O:12][C:13](=[O:15])[NH:1][C:2]=2[CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 8857Ethyl AcetateHCID 693181201-(2-Amino-6-chlorophenyl)propan-1-ol

Product 1

HCID 69318495(+/-)-5-chloro-4-ethyl-1,4-dihydro-2H-3,1-benzoxazin-2-oneYield 73%

Procedure

This compound was prepared using General Method 2 (EXAMPLE 1) from (±)-1-(2-amino-6-chlorophenyl)propan-1-ol (0.18 g, 0.94 mmol) to afford 0.14 g (73%) of (±)-5-chloro-4-ethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one after flash chromatography (4:1 hexanes:ethyl acetate).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-f2dd17fd376043c5a533b12aa0f265fd
Source dataset
uspto-grants-2008_10
Patent number
US07442696B2

Reaction notes

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