HCID 12800042, compound → HCID 12797251, compound

HRID 2412595Notes

Reaction equation

HRID 2412595 reaction equation
[C:1]([NH:18][C:19]1[C:27]([CH3:28])=[CH:26][CH:25]=[CH:24][C:20]=1[C:21]([OH:23])=[O:22])(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].CC(C)([O-])C.[K+]>>[CH2:2]([C:1]1[NH:18][C:19]2[C:27]([CH:28]=1)=[CH:26][CH:25]=[CH:24][C:20]=2[C:21]([OH:23])=[O:22])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

3

Reactant 2

HCID 12800042HCID 12800042, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 12797251HCID 12797251, compoundYield 89.1%

Procedure

A mixture of 2-(n-hexadecanamido)-3-methylbenzoic acid (5.0 g) and potassium tert-butoxide (20 g) was treated in a similar manner to that described in Example 1 to give a solid, which was recrystallised from methanol to give 2-(n-pentadecyl)indole-7-carboxylic acid (4.25 g), in the form of a white solid, m.p. 93°-99° C.

Workup

  1. additionwas treated in a similar manner to that
  2. customto give a solid, which
  3. customwas recrystallised from methanol

Sources & evidence

ORD record
ord-4cb3590a98274c07b90bba7ec1b9f9a1
Source dataset
uspto-grants-1985_01
Patent number
US04493843

Reaction notes

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