Pyridine → HCID 69238650, compound

HRID 2172346Notes

Reaction equation

[CH2:1]([O:9][C:10](=[O:20])[CH:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH2:12][OH:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].N1C=CC=CC=1.[C:27](Cl)(=[O:29])[CH3:28]>C1(C)C=CC=CC=1>[CH2:1]([O:9][C:10](=[O:20])[CH:11]([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[CH2:12][O:13][C:27](=[O:29])[CH3:28])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

Conditions

Temperature: 4 °C

Procedure

To 60.4 g of 3-hydroxy-2-phenyl-propionic acid octyl ester in 150 ml of toluene is added at 4° C. 22.9 g (290 mmol) of pyridine followed by 22.8 g (290 mmol) of acetyl chloride dissolved in 50 ml of toluene. The reaction mixture is stirred for 2 hours at 4° C. The white precipitate is filtered off and washed with 100 ml of toluene to afford 70.5 g of 3-acetoxy-2-phenyl-propionic acid octyl ester used as crude material in the next step.

Workup

filtrationThe white precipitate is filtered off
washwashed with 100 ml of toluene

Sources & evidence

ORD record: ord-273b33d42cb94d82bc1396a99f74be6b
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09051448B2

Reaction notes

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