3,3-Dimethyl-1-butanol → 4-(3,3-dimethyl-butoxy)-1H-indole-2-carboxylic acid

HRID 1929066Notes

Reaction equation

HRID 1929066 reaction equation
CC(C)(C)CO[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][C:20]([CH3:25])([CH3:24])[CH2:21][CH2:22][OH:23]>>[CH3:19][C:20]([CH3:25])([CH3:24])[CH2:21][CH2:22][O:23][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 122333,3-Dimethyl-1-butanolHCID 668415364-(2,2-Dimethyl-propoxy)-1H-indole-2-carboxylic acid

Product 1

HCID 668415724-(3,3-dimethyl-butoxy)-1H-indole-2-carboxylic acid

Procedure

This compound is synthesized analogously to (85) from 3,3-dimethyl-butan-1-ol. Yield: 1.1 g (100%). MS (ESI): 260 [M−H]−, 1H-NMR (DMSO-d6): δ (ppm) 12.8 (s, 1H), 11.65 (s, 1H), 7.12 (dd, 1H), 6.98 (s, 1H), 6.95 (d, 1H), 6.52 (d, 1H), 4.13 (t, 2H), 1.75 (t, 2H), 1.0 (s, 9H).

Sources & evidence

ORD record
ord-0fd3bdcd053244e6a6e5f0c07f9df8af
Source dataset
uspto-grants-2012_05
Patent number
US08183366B2

Reaction notes

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