Potassium Carbonate → Ethyl 3-[4-[2-(2,3-dihydro-1,4-benzoxazin-4-yl)ethoxy]phenyl]-2-butoxypropanoate

HRID 393554Notes

Reaction equation

HRID 393554 reaction equation
CS([O:5][CH2:6][CH2:7][N:8]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[O:11][CH2:10][CH2:9]1)(=O)=O.C(=O)([O-])[O-].[K+].[K+].[CH2:24]([O:28][CH:29]([CH2:35][C:36]1[CH:41]=[CH:40][C:39](O)=[CH:38][CH:37]=1)[C:30]([O:32][CH2:33][CH3:34])=[O:31])[CH2:25][CH2:26][CH3:27]>>[O:11]1[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[N:8]([CH2:7][CH2:6][O:5][C:39]2[CH:38]=[CH:37][C:36]([CH2:35][CH:29]([O:28][CH2:24][CH2:25][CH2:26][CH3:27])[C:30]([O:32][CH2:33][CH3:34])=[O:31])=[CH:41][CH:40]=2)[CH2:9][CH2:10]1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 104225902-(2,3-Dihydro-1,4-benzoxazin-4-yl)ethyl methanesulfonateHCID 21930975Ethyl 2-butoxy-3-(4-hydroxyphenyl)propanoate

Product 1

HCID 9910403Ethyl 3-[4-[2-(2,3-dihydro-1,4-benzoxazin-4-yl)ethoxy]phenyl]-2-butoxypropanoateYield 52.6%

Procedure

The title compound (0.4 g, 52%) was prepared as a gummy liquid from 2-(2,3-dihydro-1,4-benzoxazin-4-yl)ethyl methanesulfonate (0.46 g; 1.78 mmol), potassium carbonate (0.98 g, 7.12 mmol) and ethyl 2-butoxy-3-(4-hydroxyphenyl)propanoate (0.47 g, 1.78 mmol) using conditions analogous to that described in preparation 2.

Workup

  1. customthat described in preparation 2

Sources & evidence

ORD record
ord-9b72b01a038544da99317ce10f55cd77
Source dataset
uspto-grants-2004_10
Patent number
US06809095B2

Reaction notes

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