Monobenzone → HCID 69039029, compound

HRID 853159Notes

Reaction equation

HRID 853159 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH:17]([CH2:23][CH3:24])[C:18]([O:20][CH2:21][CH3:22])=[O:19].C(=O)([O-])[O-].[Cs+].[Cs+]>CC(C)=O>[CH2:21]([O:20][C:18](=[O:19])[CH:17]([O:15][C:12]1[CH:11]=[CH:10][C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:14][CH:13]=1)[CH2:23][CH3:24])[CH3:22]

Participants

5

Reactant 3

HCID 7638MonobenzoneHCID 10796Cesium carbonateHCID 79039Butanoic acid, 2-bromo-, ethyl ester

Product 1

HCID 69039029HCID 69039029, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

In analogy to the procedure described in Example 1b), the alkylation of 4-benzyloxy-phenol [Example 2a)] with ethyl (RS)-2-bromobutyrate in acetone using cesium carbonate as the base yielded the (RS)-2-(4-benzyloxy-phenoxy)-butyric acid ethyl ester as a brown oil; MS: m/e=314 (M)+.

Sources & evidence

ORD record
ord-70a3ca3fb79f4e9ebc580950b124a6d9
Source dataset
uspto-grants-2007_08
Patent number
US07253318B2

Reaction notes

Loading…