Methanol → 4-(8-Cyclopropyl-2,2,4,4-tetramethyl-chroman-6-yl-ethvnyl)-benzoic acid

HRID 24101Notes

Reaction equation

HRID 24101 reaction equation
C([O:3][C:4](=[O:30])[C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:14]=[C:15]3[C:20](=[C:21]([CH:23]4[CH2:25][CH2:24]4)[CH:22]=2)[O:19][C:18]([CH3:27])([CH3:26])[CH2:17][C:16]3([CH3:29])[CH3:28])=[CH:7][CH:6]=1)C.CO.[OH-].[Na+].O>C(#N)C>[CH:23]1([C:21]2[CH:22]=[C:13]([C:12]#[C:11][C:8]3[CH:7]=[CH:6][C:5]([C:4]([OH:30])=[O:3])=[CH:10][CH:9]=3)[CH:14]=[C:15]3[C:20]=2[O:19][C:18]([CH3:26])([CH3:27])[CH2:17][C:16]3([CH3:29])[CH3:28])[CH2:24][CH2:25]1

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 14798Sodium HydroxideHCID 695480714-(8-Cycloproply-2,2,4,4-tetramethyl-chroman-6-yl-ethynyl)-benzoic acid ethyl ester2×

Product 1

HCID 99696564-(8-Cyclopropyl-2,2,4,4-tetramethyl-chroman-6-yl-ethvnyl)-benzoic acid

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Following general procedure L and using 4-(8-cyclopropyl-2,2,4,4-tetramethyl-chroman-6-yl-ethynyl)-benzoic acid ethyl ester (Compound 33, 0.133 g, 0.34 mmol), 5 mL of methanol and 1M sodium hydroxide solution (2 mL) followed by preparative reverse phase HPLC using 10% water in acetonitrile as the mobile phase, the title compound was obtained as a solid (0.093 g, 73%).

Sources & evidence

ORD record
ord-415b8113b6924608b487089b450fd46e
Source dataset
uspto-grants-2005_02
Patent number
US06855512B2

Reaction notes

Loading…