Pyridine → HCID 69201989, compound

HRID 132779Notes

Reaction equation

HRID 132779 reaction equation
[CH2:1]([C:7]1([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:11][CH2:10][CH2:9][CH:8]1[OH:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].N1C=CC=CC=1.[CH3:24][C:25]1[CH:33]=[CH:32][C:28]([C:29](Cl)=[O:30])=[CH:27][CH:26]=1>C(Cl)Cl>[CH2:1]([C:7]1([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:11][CH2:10][CH2:9][CH:8]1[O:12][C:29](=[O:30])[C:28]1[CH:32]=[CH:33][C:25]([CH3:24])=[CH:26][CH:27]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

5

Reactant 3

HCID 1049PyridineHCID 134054-Methylbenzoyl ChlorideHCID 69200765HCID 69200765, compound

Product 1

HCID 69201989HCID 69201989, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

7.44 grams of ethyl 1-n-hexyl-2-hydroxy-cyclopentane carboxylate obtained in Example 17 were diluted with 60 ml of methylene chloride. At room temperature and with magnetic stirring, 3.66 ml of pyridine was slowly added, then 6.12 ml of 4-methyl-benzoyl chloride was dropwise added. Then the procedure as described in Example 23 was followed, to give 12.53 g of yellow liquid. MS: m/e 360(M+′), 315(M+—OCH2CH3), 287(M+—CO2CH2CH3), 276, 241(M+−CH3C6H4CO), 225(M+—CH3C6H4CO2), 195, 185, 151, 140, 119 (base), 91, 77.

Sources & evidence

ORD record
ord-9b41446ccdee4aa984689465aab9b6cf
Source dataset
uspto-grants-2008_06
Patent number
US07388103B2

Reaction notes

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