Tetrahydropyranyl ether → HCID 20326977, compound

HRID 2071839Notes

Reaction equation

HRID 2071839 reaction equation
O[C:2](C)(CCCCC)[CH:3]=CC1CC1(C([O-])=O)C([O-])=O.O1CCCC[CH:21]1OC1CCCCO1.[O:33]1[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1.CCOCC.[OH:44][CH:45]([CH:61]([CH3:66])[CH2:62][CH2:63][CH2:64][CH3:65])/[CH:46]=[CH:47]/[CH:48]1[CH2:50][C:49]1([C:56]([O:58][CH2:59][CH3:60])=[O:57])[C:51]([O:53][CH2:54][CH3:55])=[O:52]>>[O:33]1[CH2:38][CH2:37][CH2:36][CH2:35][CH:34]1[O:44][CH:45]([CH:61]([CH3:66])[CH2:62][CH2:63][CH2:64][CH3:65])/[CH:46]=[CH:47]/[CH:48]1[CH2:50][C:49]1([C:51]([O:53][CH2:54][CH3:55])=[O:52])[C:56]([O:58][CH2:59][CH3:60])=[O:57].[CH2:66]([CH:61]([CH2:62][CH2:63][CH2:64][CH2:65][CH2:2][CH3:3])[CH:45]([OH:44])/[CH:46]=[CH:47]/[CH:48]1[CH2:50][C:49]1([C:56]([O:58][CH3:59])=[O:57])[C:51]([O:53][CH3:54])=[O:52])[CH3:21]

Participants

6

Reactant 4

HCID 263182Tetrahydropyranyl etherHCID 21328846HCID 21328846, compoundHCID 66693921HCID 66693921, compoundHCID 86735075HCID 86735075, compound

Product 2

HCID 20326977HCID 20326977, compoundHCID 21328847HCID 21328847, compound

Procedure

In the same manner but using an equivalent amount of one of the compounds of formula 4 (R7 = H), for example, the compounds listed in Examples 17 to 40, instead of diethyl tans-2-(3-hydroxy-3-methyl-1-octenyl)cyclopropane-1,1-dicarboxylate, then the corresponding tetrahydropyranyl ether compound of formula 4 (R7 = tetrahydropyranyl) is obtained, for example, the corresponding tetrahydropyran ether compounds of Examples 17 to 40, respectively. More specifically exemplified, in the same manner diethyl trans-2-(3-hydroxy-4-methyl-1-octenyl)cyclopropane-1,1-dicarboxylate, described in Example 17 gives diethyl trans-2-{3-[(tetrahydropyran-2-yl)oxy]-4-methyl-1-octenyl}-cyclopropane-1,1-dicarboxylate, γmaxfilm 1035, 1140, 1220 cm-1, and dimethyl trans-2-(4-ethyl-3-hydroxy-1-decenyl)cyclopropane-1,1-dicarboxylate, described in Example 24, gives dimethyl trans-2-{4-ethyl-3-[(tetrahydropyran-2-yl)oxy]-1-decenyl}-cyclopropane-1,1-dicarboxylate.

Sources & evidence

ORD record
ord-4f1917b2f6b14a6ca07bc63145e7a70a
Source dataset
uspto-grants-1977_09
Patent number
US04048328

Reaction notes

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