Methanol → HCID 23680343, compound

HRID 1267496Notes

Reaction equation

HRID 1267496 reaction equation
C[O-].[Na+:3].CO.[OH:6][C:7]1[CH:16]=[C:15]2[C:10]([CH:11]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH:33]([CH2:37][CH2:38][C:39]([F:51])([F:50])[C:40]([F:49])([F:48])[C:41]([F:47])([F:46])[C:42]([F:45])([F:44])[F:43])[C:34]([OH:36])=[O:35])[C:12]([C:18]3[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=3)([CH3:17])[CH2:13][S:14]2)=[CH:9][CH:8]=1>C(OCC)C>[OH:6][C:7]1[CH:16]=[C:15]2[C:10]([CH:11]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH:33]([CH2:37][CH2:38][C:39]([F:51])([F:50])[C:40]([F:48])([F:49])[C:41]([F:46])([F:47])[C:42]([F:43])([F:44])[F:45])[C:34]([O-:36])=[O:35])[C:12]([C:18]3[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=3)([CH3:17])[CH2:13][S:14]2)=[CH:9][CH:8]=1.[Na+:3]

Participants

5

Procedure

A solution of sodium methoxide in methanol (1.0 mol/l, 0.145 ml, 0.145 mmol) was added to a methanol (1 ml) solution of the 10-[(3RS,4RS)-7-hydroxy-3-(4-hydroxyphenyl)-3-methylthiochroman-4-yl]-2-(3,3,4,4,5,5,6,6,6-nonafluorohexyl)decanoic acid prepared in Example 8 (100 mg, 0.145 mmol), followed by stirring for 2 hours at room temperature. After addition of ethyl ether, the reaction mixture was evaporated under reduced pressure to remove the solvent, thereby giving sodium 10-[(3RS,4RS)-7-hydroxy-3-(4-hydroxyphenyl)-3-methylthiochroman-4-yl]-2-(3,3,4,4,5,5,6,6,6-nonafluorohexyl)decanoate.

Workup

  1. customthe reaction mixture was evaporated under reduced pressure
  2. customto remove the solvent

Sources & evidence

ORD record
ord-0c36501c023846898f0696a7bb54689d
Source dataset
uspto-grants-2003_04
Patent number
US06552069B1

Reaction notes

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