Benzenepropanal → HCID 23109346, compound

HRID 1781999Notes

Reaction equation

HRID 1781999 reaction equation
[CH2:1]([N:8]1[C:19](=[O:20])[C:18]2[CH:21]=[CH:22][CH:23]=[CH:24][C:17]=2[O:16][C:10]2([CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:25]1([CH2:31][CH2:32][CH:33]=O)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>O1CCCC1>[CH2:1]([N:8]1[C:19](=[O:20])[C:18]2[CH:21]=[CH:22][CH:23]=[CH:24][C:17]=2[O:16][C:10]2([CH2:11][CH2:12][N:13]([CH2:33][CH2:32][CH2:31][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH2:14][CH2:15]2)[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 7707BenzenepropanalHCID 67411631HCID 67411631, compound

Product 1

HCID 23109346HCID 23109346, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
25 °C

Procedure

To a solution of the compound prepared in Example 30 (0.01 mmol) in tetrahydrofuran (0.4 mL) were added 3-phenylpropanal (0.02 mmol) and MP-BH(OAc)3 (Argonaut, product number 800415, loading; 2.25 mmol/g) (13.3 mg). The mixture was stirred overnight at 25° C. To the reaction mixture were added tetrahydrofuran (0.4 mL) and PS-NHNH2 (Argonaut, product number 800272, loading; 3.65 mmol/g) (8.2 mg). After stirring overnight, the mixture was filtered and the filtrate was concentrated to give the compound of the present invention having the following physical data.

Workup

  1. stirringAfter stirring overnight
  2. filtrationthe mixture was filtered
  3. concentrationthe filtrate was concentrated
  4. customto give the compound of the present invention

Sources & evidence

ORD record
ord-8edc50dcb802428d8fb2902680b5c810
Source dataset
uspto-grants-2009_03
Patent number
US07498323B2

Reaction notes

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