Pyridine → HCID 69200236, compound

HRID 132780Notes

Reaction equation

HRID 132780 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:26]=[C:27]([CH:31]=[CH:32][CH:33]=1)[C:28](Cl)=[O:29]>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:28](=[O:29])[C:27]1[CH:31]=[CH:32][CH:33]=[C:25]([CH3:24])[CH:26]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

5

Reactant 3

HCID 1049PyridineHCID 743753-Methylbenzoyl chlorideHCID 69200765HCID 69200765, compound

Product 1

HCID 69200236HCID 69200236, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6.05 grams (0.025 mol) 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, 3.05 ml (0.0375 mol) of pyridine was slowly added, then 4.99 ml of 3-methyl-benzoyl chloride was dropwise added. Then the procedure as described in Example 23 was followed, to give 10.01 g of brown liquid. MS: m/e 361(M++1), 360(M+′), 315(M+—OCH2CH3), 287(M+—CO2CH2CH3), 276, 241(M+—CH3C6H4CO), 225(M+—CH3C6H4CO2), 195, 151, 140, 119(base), 118, 91, 77.

Sources & evidence

ORD record
ord-32c2b247734c4a93a970292dc6a65c98
Source dataset
uspto-grants-2008_06
Patent number
US07388103B2

Reaction notes

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