Potassium Carbonate → HCID 19977601, compound

HRID 1450051Notes

Reaction equation

HRID 1450051 reaction equation
[SH:1][C:2]1[C:13]2[O:12][C:11]([CH3:15])([CH3:14])[O:10][C:9]=2[C:8]([C:16]([C:35]2[C:45]3[O:46][C:47]([CH3:50])([CH3:49])[O:48][C:44]=3[C:43]([SH:51])=[C:37]3[O:38][C:39]([CH3:42])([CH3:41])[O:40][C:36]=23)([C:18]2[C:28]3[O:29][C:30]([CH3:33])([CH3:32])[O:31][C:27]=3[C:26]([SH:34])=[C:20]3[O:21][C:22]([CH3:25])([CH3:24])[O:23][C:19]=23)[OH:17])=[C:7]2[C:3]=1[O:4][C:5]([CH3:53])([CH3:52])[O:6]2.C([O-])([O-])=O.[K+].[K+]>CC#N>[CH2:13]([S:51][C:43]1[C:37]2[O:38][C:39]([CH3:41])([CH3:42])[O:40][C:36]=2[C:35]([C:16]([C:18]2[C:28]3[O:29][C:30]([CH3:32])([CH3:33])[O:31][C:27]=3[C:26]([S:34][CH2:9][C:8]#[CH:7])=[C:20]3[O:21][C:22]([CH3:24])([CH3:25])[O:23][C:19]=23)([C:8]2[C:7]3[O:6][C:5]([CH3:53])([CH3:52])[O:4][C:3]=3[C:2]([S:1][CH2:53][C:5]#[CH:52])=[C:13]3[O:12][C:11]([CH3:14])([CH3:15])[O:10][C:9]=23)[OH:17])=[C:45]2[C:44]=1[O:48][C:47]([CH3:50])([CH3:49])[O:46]2)[C:2]#[CH:3]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 18943098HCID 18943098, compound

Product 1

HCID 19977601HCID 19977601, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Tris(8-mercapto-2,2,6,6-tetramethylbenzo[1,2-d:4,5-d']bis(1,3)dioxole-4-yl)methanol (0.400 g, 0.50761 mmol (Example 31)) was added to a solution consisting of CH3CN (50 mL), K2CO3 (5.0 g) and BrCH2CCH (2.389 g, 2.284 mmol) at -5° C. under argon. The cooling bath was removed and the temperature increased to +23° C. A 1H NMR control of a small sample 20 minutes after the removal showed conversion to be complete. Diethyl ether (50 mL) was added and the solution was filtered. The solvents were evaporated and the residual oil weighed 0.401 g (87%).

Workup

  1. customThe cooling bath was removed
  2. temperaturethe temperature increased to +23° C
  3. customA 1H NMR control of a small sample 20 minutes after the removal
  4. additionDiethyl ether (50 mL) was added
  5. filtrationthe solution was filtered
  6. customThe solvents were evaporated

Sources & evidence

ORD record
ord-e37249d6f9bb477bad434d33d0097a65
Source dataset
uspto-grants-1997_02
Patent number
US05599522

Reaction notes

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