4-Fluorobenzaldehyde → HCID 9869340, compound

HRID 1785416Notes

Reaction equation

HRID 1785416 reaction equation
[NH2:1][CH2:2][CH2:3][N:4]([CH2:8][CH2:9][NH2:10])[CH2:5][CH2:6][NH2:7].[F:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=O)=[CH:14][CH:13]=1.[BH4-].[Na+]>CO.C(Cl)Cl.[Cl-].[NH4+]>[F:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16][NH:1][CH2:2][CH2:3][N:4]([CH2:8][CH2:9][NH:10][CH2:16][C:15]2[CH:18]=[CH:19][C:12]([F:11])=[CH:13][CH:14]=2)[CH2:5][CH2:6][NH:7][CH2:16][C:15]2[CH:18]=[CH:19][C:12]([F:11])=[CH:13][CH:14]=2)=[CH:14][CH:13]=1

Participants

7

Reactant 3

HCID 680234-FluorobenzaldehydeHCID 77731Tris(2-aminoethyl)amineHCID 4311764Sodium borohydride

Product 1

HCID 9869340HCID 9869340, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 6344DichloromethaneSolventHCID 25517Ammonium ChlorideSolvent

Conditions

Temperature
25 °C

Procedure

Tris(2-aminoethyl)amine (0.01 mol) and 4-fluoro-benzaldehyde (0.03 mol) were dissolved in MeOH (50 mL). After stirring at 25° C. for 15 h, NaBH4 (1.90 g, 0.05 mol) was added to the above solution at 0° C. The reaction mixture was stirred for 2 h at 25° C. It was then diluted with CH2Cl2 (100 mL) and ammonium chloride aqueous solution (10%, 70 mL).

Workup

  1. stirringThe reaction mixture was stirred for 2 h at 25° C

Sources & evidence

ORD record
ord-a75b3b61934a4a628d34262e480275d5
Source dataset
uspto-grants-2009_03
Patent number
US07504422B2

Reaction notes

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