4-Methyl-1-pentanol → 4-(4-methyl-pentyloxy)-1H-indole-2-carboxylic acid

HRID 1929064Notes

Reaction equation

HRID 1929064 reaction equation
C[C:2]([CH3:18])(C)[CH2:3][O:4][C:5]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:6]=1[CH:7]=[C:8]([C:14]([OH:16])=[O:15])[NH:9]2.[CH3:19][CH:20](C)[CH2:21]CCO>>[CH3:19][CH:20]([CH3:21])[CH2:18][CH2:2][CH2:3][O:4][C:5]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:6]=1[CH:7]=[C:8]([C:14]([OH:16])=[O:15])[NH:9]2

Participants

3

Reactant 2

HCID 122964-Methyl-1-pentanolHCID 668415364-(2,2-Dimethyl-propoxy)-1H-indole-2-carboxylic acid

Product 1

HCID 668420304-(4-methyl-pentyloxy)-1H-indole-2-carboxylic acid

Procedure

This compound is synthesized analogously to (85) from 4-methyl-pentan-1-ol. Yield: 0.61 g (94%). MS (ESI): 260 [M−H]−, 1H-NMR (DMSO-d6): δ (ppm) 12.8 (s, 1H), 11.65 (s, 1H), 7.1 (dd, 1H), 7.0 (s, 1H), 6.98 (d, 1H), 6.48 (d, 1H), 4.05 (t, 2H), 1.77 (t, 2H), 1.63 (m, 1H), 1.35 (m, 2H), 0.9 (d, 6H).

Sources & evidence

ORD record
ord-9a70a878a70a40b2bc1abb63d62bd08d
Source dataset
uspto-grants-2012_05
Patent number
US08183366B2

Reaction notes

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