HCID 14450474, compound → HCID 14834713, compound

HRID 330383Notes

Reaction equation

HRID 330383 reaction equation
[C:1]1([CH:7]([CH3:18])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH:16]=[O:17])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:19]([O:22][CH2:23][CH2:24][Li])(=[O:21])[CH3:20]>>[CH2:23]([O:22][C:19](=[O:21])[CH2:20][CH:16]([OH:17])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH3:18])[CH3:24]

Participants

3

Reactant 2

HCID 14450474HCID 14450474, compoundHCID 178506877HCID 178506877, compound

Product 1

HCID 14834713HCID 14834713, compoundYield 70%

Procedure

When 78 g (0.317 mole) of 10-phenylundecanal was treated with lithioethyl acetate according to the procedure for the preparation of 3(R=CH3, m=12) 73.8 g (70% yield) of 3-hydroxy-12-phenyltridecanoic acid ethyl ester was obtained; δ (CDCl3) 1.28 (m, CH2), 2.1-2.6 (m, phenyl CH, CH2CO), 3.98-4.33 (CHOH, OCH2) and 7.20-7.22 (m, phenyl). This compound could be used without further purification.

Sources & evidence

ORD record
ord-6a3ae1fbff9543798f9402ac96db4da5
Source dataset
uspto-grants-1990_01
Patent number
US04895973

Reaction notes

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