Ethyl (2S)-2-ethoxy-3-(4-hydroxyphenyl)propanoate → HCID 86589965, compound

HRID 984412Notes

Reaction equation

HRID 984412 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[CH:13][C:12](/[CH:15]=[CH:16]/[CH2:17][OH:18])=[CH:11][CH:10]=2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.[CH2:19]([O:21][C@@H:22]([CH2:28][C:29]1[CH:34]=[CH:33][C:32](O)=[CH:31][CH:30]=1)[C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH3:20]>C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:10]=[CH:11][C:12](/[CH:15]=[CH:16]/[CH2:17][O:18][C:32]3[CH:31]=[CH:30][C:29]([CH2:28][C@H:22]([O:21][CH2:19][CH3:20])[C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:34][CH:33]=3)=[CH:13][CH:14]=2)[CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

4

Reactant 2

HCID 9816147Ethyl (2S)-2-ethoxy-3-(4-hydroxyphenyl)propanoateHCID 22557705HCID 22557705, compound

Product 1

HCID 86589965HCID 86589965, compoundYield 73.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The title compound (732 mg, 70%) was prepared as a yellow gum, (containing 0.25 molar equivalents of ethyl acetate) from (E)-3-(3′,5′-dichloro-biphenyl-4-yl)-prop-2-en-1-ol (559 mg, 2.0 mmol) and (S)-ethyl 2-ethoxy-3-(4-hydroxyphenyl)-propionate (500 mg, 2.10 mmol) by a procedure analogous to that described in example 52c.

Sources & evidence

ORD record
ord-6b98357e367542d08aa7a0d441e812c1
Source dataset
uspto-grants-2005_03
Patent number
US06867218B2

Reaction notes

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