Piperonyl Butoxide → gamma-Cyclodextrin piperonyl butoxide

HRID 1248398

Reaction equation

[CH3:1][CH2:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][O:11][CH2:12][C:13]1[CH:14]=[C:15]2[O:24][CH2:23][O:22][C:16]2=[CH:17][C:18]=1[CH2:19][CH2:20][CH3:21].[CH2:25]([OH:111])[C@H:26]1[O:31][C@@H:30]2[O:32][C@H:33]3[C@H:38]([OH:39])[C@@H:37]([OH:40])[C@@H:36]([O:41][C@H:42]4[C@H:47]([OH:48])[C@@H:46]([OH:49])[C@@H:45]([O:50][C@H:51]5[C@H:56]([OH:57])[C@@H:55]([OH:58])[CH:54]([O:59][CH:60]6[C@H:65]([OH:66])[C@@H:64]([OH:67])[CH:63]([CH:68]7[C@H:73]([OH:74])[C@@H:72]([OH:75])[CH:71]([O:76][C@H:77]8[C@H:82]([OH:83])[C@@H:81]([OH:84])[C@@H:80]([O:85][C@H:86]9[C@H:92]([OH:93])[C@@H:91]([OH:94])[C@@H:89]([O:90][C@H:27]1[C@H:28]([OH:110])[C@H:29]2[OH:109])[O:88][C@@H:87]9[CH2:95][OH:96])[O:79][C@@H:78]8[CH2:97][OH:98])[O:70][C@@H:69]7[CH2:99][OH:100])[O:62][C@@H:61]6[CH2:101][OH:102])[O:53][C@@H:52]5[CH2:103][OH:104])[O:44][C@@H:43]4[CH2:105][OH:106])[O:35][C@@H:34]3[CH2:107][OH:108]>>[CH2:25]([OH:111])[C@H:26]1[O:31][C@@H:30]2[O:32][C@H:33]3[C@H:38]([OH:39])[C@@H:37]([OH:40])[C@@H:36]([O:41][C@H:42]4[C@H:47]([OH:48])[C@@H:46]([OH:49])[C@@H:45]([O:50][C@H:51]5[C@H:56]([OH:57])[C@@H:55]([OH:58])[CH:54]([O:59][CH:60]6[C@H:65]([OH:66])[C@@H:64]([OH:67])[CH:63]([CH:68]7[C@H:73]([OH:74])[C@@H:72]([OH:75])[CH:71]([O:76][C@H:77]8[C@H:82]([OH:83])[C@@H:81]([OH:84])[C@@H:80]([O:85][C@H:86]9[C@H:92]([OH:93])[C@@H:91]([OH:94])[C@@H:89]([O:90][C@H:27]1[C@H:28]([OH:110])[C@H:29]2[OH:109])[O:88][C@@H:87]9[CH2:95][OH:96])[O:79][C@@H:78]8[CH2:97][OH:98])[O:70][C@@H:69]7[CH2:99][OH:100])[O:62][C@@H:61]6[CH2:101][OH:102])[O:53][C@@H:52]5[CH2:103][OH:104])[O:44][C@@H:43]4[CH2:105][OH:106])[O:35][C@@H:34]3[CH2:107][OH:108].[CH3:1][CH2:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][O:11][CH2:12][C:13]1[CH:14]=[C:15]2[O:24][CH2:23][O:22][C:16]2=[CH:17][C:18]=1[CH2:19][CH2:20][CH3:21]

Participants

Reactant 2

HCID 5794Piperonyl Butoxide

HCID 44431027gamma-Cyclodextrine

Product 1

HCID 131714246gamma-Cyclodextrin piperonyl butoxide

Procedure

1.5 g (1.16 millimoles) of γ-cyclodextrin are dissolved in 10 ml of distilled water at room temperature whereupon a solution of 0.5 ml (0.53 g, 1.56 millimoles) of piperonyl butoxide in 10 ml of 96% by Vol. ethanol is added. One proceeds furtheron as described in Example 1. Thus 1.32 g of an inclusion complex of γ-cyclodextrin and piperonyl butoxide are obtained. The piperonyl butoxide content of the complex amounts to 26.5% which corresponds to a molar ratio of 1.38 moles of PBO/1 moles of γ-cyclodextrin. The solubility of the complex is 0.165 mg/ml, at 20° C., as measured by shaking for an hour.

Workup

customat 20° C.

Sources & evidence

ORD record: ord-52f7c9ee26b942dda7f35b588d71fb2b
Source dataset: uspto-grants-1985_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04524068

Linked notes

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