3,4-dihydro-2H-pyran → HCID 70636856, compound

HRID 461264Notes

Reaction equation

HRID 461264 reaction equation
OC1CC(=O)C(CC[CH2:10][CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15])=C1.OCCCCOC1CC(=O)C(CCCCCCC(O)=O)=C1.O1C[CH2:42][CH2:41][CH2:40][CH:39]1[O:44][CH:45]1[CH2:49][C:48](=[O:50])[C:47]([CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH:56]([C:63]([OH:65])=[O:64])[CH:57]2[CH2:62][CH2:61][CH2:60][CH2:59][O:58]2)=[CH:46]1.O1C=CCCC1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(Cl)Cl>[O:15]1[CH2:10][CH2:11][CH2:12][CH2:13][CH:14]1[O:16][CH2:42][CH2:41][CH2:40][CH2:39][O:44][CH:45]1[CH2:49][C:48](=[O:50])[C:47]([CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH:56]([C:63]([OH:65])=[O:64])[CH:57]2[CH2:62][CH2:61][CH2:60][CH2:59][O:58]2)=[CH:46]1

Participants

7

Reactant 5

HCID 80803,4-dihydro-2H-pyranHCID 521998p-Toluenesulfonic acid monohydrateHCID 3690897ACMC-20apjzHCID 233299997-[3-(4-Hydroxybutoxy)-5-oxocyclopent-1-en-1-yl]heptanoic acidHCID 704200994-Tetrahydropyranyloxy-2-(6-tetrahydropyranylcarboxyhexyl)cyclopent-2-en-1-one

Product 1

HCID 70636856HCID 70636856, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In the manner of Example 147 the mixture of 4-hydroxy-2-(6-carboxyhexyl)cyclopent-2-en-1-one and 4-(4-hydroxybutoxy)-2-(6-carboxyhexyl)cyclopent-2-en-1-one (Example 268) is converted to a mixture of the subject compound and 4-tetrahydropyranyloxy-2-(6-tetrahydropyranylcarboxyhexyl)cyclopent-2-en-1-one with dihydropyran and p-toluenesulfonic acid monohydrate in methylene chloride.

Sources & evidence

ORD record
ord-a04d295e34c24614b6eb13219537c6dc
Source dataset
uspto-grants-1977_12
Patent number
US04061672

Reaction notes

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