3-Methoxy-4-(2-morpholin-4-yl-ethoxy)-benzaldehyde → HCID 15548054, compound

HRID 428685Notes

Reaction equation

HRID 428685 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][CH2:12][CH2:13][N:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1)[CH:6]=[O:7].[C:20]([Mg]Cl)#[CH:21]>C1COCC1>[OH:7][CH:6]([C:5]1[CH:8]=[CH:9][C:10]([O:11][CH2:12][CH2:13][N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)=[C:3]([O:2][CH3:1])[CH:4]=1)[C:20]#[CH:21]

Participants

4

Reactant 2

HCID 8746213-Methoxy-4-(2-morpholin-4-yl-ethoxy)-benzaldehydeHCID 178462451HCID 178462451, compound

Product 1

HCID 15548054HCID 15548054, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-Hydroxy-3-[3-methoxy-4-[2-(4-morpholinyl)-ethoxy]-phenyl]-1-propyne was prepared according to Method A above from 3-methoxy-4-(2-morpholin-4-yl-ethoxy)-benzaldehyde (0.60 g, 2.26 mmol) (see below) in THF (25 mL) and ethynylmagnesium chloride (5 mmol, 10 mL, 0.5M solution in tetrahydrofuran) (Aldrich). (Yield 502 mg, 76%).

Sources & evidence

ORD record
ord-5082f990b5fe469997c3344353406bc5
Source dataset
uspto-grants-2001_11
Patent number
US06313310B1

Reaction notes

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