3,5-Dimethyl-4-hydroxybenzaldehyde → 3,5-Dimethyl-4-[5-(3-methyl-5-isoxazolyl)pentyloxy]benzaldehyde

HRID 1905524Notes

Reaction equation

HRID 1905524 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([CH3:11])[C:9]=1[OH:10])[CH:5]=[O:6].Br[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]1[O:22][N:21]=[C:20]([CH3:23])[CH:19]=1>>[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([CH3:11])[C:9]=1[O:10][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]1[O:22][N:21]=[C:20]([CH3:23])[CH:19]=1)[CH:5]=[O:6].[CH3:4][CH2:3][CH2:2][CH2:9][CH2:8][CH3:7].[C:18]([O:10][CH:9]([CH3:2])[CH3:8])(=[O:22])[CH3:17]

Participants

4

Reactant 2

HCID 752223,5-Dimethyl-4-hydroxybenzaldehydeHCID 135440465-(5-Bromopentyl)-3-methylisoxazole

Product 2

HCID 149818363,5-Dimethyl-4-[5-(3-methyl-5-isoxazolyl)pentyloxy]benzaldehydeHCID 22034165Hexane isopropyl acetate

Procedure

3,5-Dimethyl-4-[5-(3-methyl-5-isoxazoly)pentyloxy]benzaldehyde was prepared from 3,5-dimethyl-4-hydroxybenzaldehyde and 5-(5-bromopentyl)-3-methylisoxazole according to the procedure of Example 96(a), and was obtained in 82% yield as a pale-orange solid, m.p. 51°-53° C. (from hexane-isopropyl acetate).

Sources & evidence

ORD record
ord-fe312786edb54a2eb84569df0cd94f3b
Source dataset
uspto-grants-1989_06
Patent number
US04843087

Reaction notes

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