Potassium tert-butoxide → HCID 58453204, compound

HRID 1893070Notes

Reaction equation

HRID 1893070 reaction equation
[CH3:1]C(C)([O-])C.[K+].[CH2:7]([CH:10]1[CH2:15][CH2:14][CH:13]([CH:16]=[CH:17][C:18]2[CH:23]=[CH:22][C:21]([C@H:24]3[CH2:29][CH2:28][C@H:27]([CH:30]=O)[CH2:26][CH2:25]3)=[CH:20][CH:19]=2)[CH2:12][CH2:11]1)[CH2:8][CH3:9]>[Br-].C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C1COCC1>[CH2:7]([CH:10]1[CH2:15][CH2:14][CH:13]([CH:16]=[CH:17][C:18]2[CH:23]=[CH:22][C:21]([CH:24]3[CH2:29][CH2:28][CH:27]([CH:30]=[CH2:1])[CH2:26][CH2:25]3)=[CH:20][CH:19]=2)[CH2:12][CH2:11]1)[CH2:8][CH3:9]

Participants

5

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 178439007HCID 178439007, compound

Product 1

HCID 58453204HCID 58453204, compound

Reagents, catalysts & solvents 2

HCID 74505Methyltriphenyliphosphonium bromideCatalystHCID 8028TetrahydrofuranSolvent2×

Procedure

Potassium tert-butoxide (1.0 eq, 0.44 g, 3.62 mmol) was added slowly with stirring for 3 minutes to 32 ml of solution including methyltriphenylphosphonium bromide (1.2 eq, 1.55 g, 4.33 mmol) dissolved in THF. Then, the solution was stirred for 30 minutes at a room temperature and THF solution (35 ml) of trans-4-{4-[2-(4-propyl-cyclohexyl)ethenyl]phenyl}cyclohexane carbaldehyde (1.23 g, 3.62 mmol) obtained in Example 2-2 was added slowly dropwise for 10 minutes to reaction mixture, and then was stirred at a room temperature for 24 hours.

Workup

  1. stirringThen, the solution was stirred for 30 minutes at a room temperature
  2. stirringwas stirred at a room temperature for 24 hours

Sources & evidence

ORD record
ord-325897f27ec143b7bfce9e1e12299983
Source dataset
uspto-grants-2013_08
Patent number
US08512598B2

Reaction notes

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