Potassium Hydroxide → HCID 11304084, compound

HRID 646796Notes

Reaction equation

HRID 646796 reaction equation
[O:1]=[C:2]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]([CH3:32])([CH3:31])[C:26]([O:28]CC)=[O:27])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([CH3:17])([CH3:16])[C:11]([O:13]CC)=[O:12].[OH-].[K+]>>[O:1]=[C:2]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]([CH3:32])([CH3:31])[C:26]([OH:28])=[O:27])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([CH3:17])([CH3:16])[C:11]([OH:13])=[O:12]

Participants

3

Reactant 2

HCID 14797Potassium HydroxideHCID 11476562HCID 11476562, compound

Product 1

HCID 11304084HCID 11304084, compound

Procedure

Compound 107n was prepared likewise Method D starting from 106n (11.63 g, 25.6 mmol) and KOH (4.31 g, 77.0 mmol) to give, after recrystallization from iPr2O/heptane, 107n (7.56 g, 74%) as white crystals. mp=74-77° C. 1H NMR: (CD3OD) δ 2.43 (t, J=7.3 Hz, 4H), 1.57-1.50 (m, 8H), 1.33-1.21 (m, 16H), 1.14 (s, 12H). 13C NMR: δ 214.5, 182.1 (2×), 43.6 (2×), 43.2 (2×), 42.0 (2×), 31.2 (2×), 30.4 (2×), 30.38 (2×), 26.2 (2×), 25.9 (4×), 25.0 (2×). Anal. calcd for C23H42O5: C, 69.31; H, 10.62, found: C, 69.41; H, 10.73.

Workup

  1. customto give
  2. customafter recrystallization from iPr2O/heptane, 107n (7.56 g, 74%) as white crystals

Sources & evidence

ORD record
ord-c6191392ce0b46f9a8af4e4f278b3e9b
Source dataset
uspto-grants-2010_04
Patent number
US07705177B2

Reaction notes

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