4-Methoxyphenylacetic Acid → (4-Methoxy-phenyl)-acetic acid pent-2-enyl ester

HRID 733315Notes

Reaction equation

HRID 733315 reaction equation
ClC1C=CC([C@H]([C@H](CC)C=C)C(O)=O)=CC=1.[CH2:17]([OH:22])/[CH:18]=[CH:19]/[CH2:20][CH3:21].[CH3:23][O:24][C:25]1[CH:30]=[CH:29][C:28]([CH2:31][C:32](O)=[O:33])=[CH:27][CH:26]=1>>[CH2:17]([O:22][C:32](=[O:33])[CH2:31][C:28]1[CH:29]=[CH:30][C:25]([O:24][CH3:23])=[CH:26][CH:27]=1)[CH:18]=[CH:19][CH2:20][CH3:21]

Participants

4

Reactant 3

HCID 76904-Methoxyphenylacetic AcidHCID 53649202-Penten-1-olHCID 578390822(S)-(4-Chloro-phenyl)-3(R)-ethyl-pent-4-enoic acid

Product 1

HCID 68572612(4-Methoxy-phenyl)-acetic acid pent-2-enyl ester

Procedure

The ester I3a was prepared as described in Step A of example I2, using trans-2-penten-1-ol (49.6 ml; 487.6 mmol) and (4methoxy-phenyl)-acetic acid (81 g; 487.6 mmol) Yield: 57.7 g (52%) of a yellow oil.

Sources & evidence

ORD record
ord-a52f17e85bd24145906757bac0c9df01
Source dataset
uspto-grants-2009_09
Patent number
US07589091B2

Reaction notes

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