3,5-Dimethyl-1-hexyn-3-ol → beta-CD Surfynol

HRID 5748

Reaction equation

HRID 5748 reaction equation
[CH2:1]([OH:77])[C@H:2]1[O:7][C@@H:6]2[O:8][C@H:9]3[C@H:14]([OH:15])[C@@H:13]([OH:16])[C@@H:12]([O:17][C@H:18]4[C@H:23]([OH:24])[C@@H:22]([OH:25])[C@@H:21]([O:26][C@H:27]5[C@H:32]([OH:33])[C@@H:31]([OH:34])[C@@H:30]([O:35][C@H:36]6[C@H:41]([OH:42])[C@@H:40]([OH:43])[C@@H:39]([O:44][C@H:45]7[C@H:50]([OH:51])[C@@H:49]([OH:52])[C@@H:48]([O:53][C@H:54]8[C@H:60]([OH:61])[C@@H:59]([OH:62])[C@@H:57]([O:58][C@H:3]1[C@H:4]([OH:76])[C@H:5]2[OH:75])[O:56][C@@H:55]8[CH2:63][OH:64])[O:47][C@@H:46]7[CH2:65][OH:66])[O:38][C@@H:37]6[CH2:67][OH:68])[O:29][C@@H:28]5[CH2:69][OH:70])[O:20][C@@H:19]4[CH2:71][OH:72])[O:11][C@@H:10]3[CH2:73][OH:74].[CH3:78][CH:79]([CH2:81][C:82]([OH:86])([C:84]#[CH:85])[CH3:83])[CH3:80]>O>[CH2:67]([OH:68])[C@H:37]1[O:38][C@@H:39]2[O:44][C@H:45]3[C@H:50]([OH:51])[C@@H:49]([OH:52])[C@@H:48]([O:53][C@H:54]4[C@H:60]([OH:61])[C@@H:59]([OH:62])[C@@H:57]([O:58][C@H:3]5[C@H:4]([OH:76])[C@@H:5]([OH:75])[C@@H:6]([O:8][C@H:9]6[C@H:14]([OH:15])[C@@H:13]([OH:16])[C@@H:12]([O:17][C@H:18]7[C@H:23]([OH:24])[C@@H:22]([OH:25])[C@@H:21]([O:26][C@H:27]8[C@H:32]([OH:33])[C@@H:31]([OH:34])[C@@H:30]([O:35][C@H:36]1[C@H:41]([OH:42])[C@H:40]2[OH:43])[O:29][C@@H:28]8[CH2:69][OH:70])[O:20][C@@H:19]7[CH2:71][OH:72])[O:11][C@@H:10]6[CH2:73][OH:74])[O:7][C@@H:2]5[CH2:1][OH:77])[O:56][C@@H:55]4[CH2:63][OH:64])[O:47][C@@H:46]3[CH2:65][OH:66].[CH3:78][CH:79]([CH2:81][C:82]([OH:86])([C:84]#[CH:85])[CH3:83])[CH3:80]

Participants

4

Reactant 2

HCID 610183,5-Dimethyl-1-hexyn-3-olHCID 444041beta-Cyclodextrin

Product 1

HCID 131717491beta-CD Surfynol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mobile slurry is prepared by mixing about 410 g β-cyclodextrin and about 330 g deionized water (distilled water can be used) at about 25° C. in a stainless steel mixing bowl of a KitchenAid mixer using the flat beater mixing attachment. Mixing is continued while about 73 g of Perfume A is added rapidly. The low viscosity slurry immediately begins to thicken and becomes a stiff paste within a minute. Mixing is continued while 187 g of Surfynol 465 (supplied by Air Products) at about 25° C. is slowly added. This final composition is mixed until homogeneous for about 15 minutes.

Workup

  1. customA mobile slurry is prepared
  2. additionmixing attachment
  3. additionMixing
  4. additionis added rapidly
  5. additionMixing
  6. additionis slowly added
  7. additionThis final composition is mixed until homogeneous for about 15 minutes

Sources & evidence

ORD record
ord-faa192ddc81149e4a09422705fe2de84
Source dataset
uspto-grants-1993_09
Patent number
US05246611

Linked notes

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