Sodium Hydroxide → HCID 23372360, compound

HRID 1898755Notes

Reaction equation

HRID 1898755 reaction equation
C[O:2][C:3]([CH2:5][CH2:6][C:7]1[CH:8]=[C:9]([CH2:42][C:43]2[CH:48]=[C:47]([CH2:49][CH2:50][C:51]([O:53]C)=[O:52])[CH:46]=[CH:45][C:44]=2[OH:55])[C:10]([OH:41])=[C:11]([CH2:13][C:14]2[CH:19]=[C:18]([CH2:20][CH2:21][C:22]([O:24]C)=[O:23])[CH:17]=[C:16]([CH2:26][C:27]3[CH:32]=[C:31]([CH2:33][CH2:34][C:35]([O:37]C)=[O:36])[CH:30]=[CH:29][C:28]=3[OH:39])[C:15]=2[OH:40])[CH:12]=1)=[O:4].[OH-].[Na+].[OH-].[NH4+]>CO>[C:22]([CH2:21][CH2:20][C:18]1[CH:17]=[C:16]([CH2:26][C:27]2[CH:32]=[C:31]([CH2:33][CH2:34][C:35]([OH:37])=[O:36])[CH:30]=[CH:29][C:28]=2[OH:39])[C:15]([OH:40])=[C:14]([CH2:13][C:11]2[CH:12]=[C:7]([CH2:6][CH2:5][C:3]([OH:4])=[O:2])[CH:8]=[C:9]([CH2:42][C:43]3[CH:48]=[C:47]([CH2:49][CH2:50][C:51]([OH:53])=[O:52])[CH:46]=[CH:45][C:44]=3[OH:55])[C:10]=2[OH:41])[CH:19]=1)([OH:24])=[O:23]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 14923Ammonium HydroxideHCID 23372343HCID 23372343, compound

Product 1

HCID 23372360HCID 23372360, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of bis-[5-(2-methoxycarbonylethyl)-3-[5-(2-methoxycarbonylethyl)-2-hydroxybenzyl]2-hydroxyphenyl]methane (0.10 g) in methanol (2 ml) is stirred with 10% aqueous sodium hydroxide (NaOH) (1 ml) at room temperature. The mixture is quenched with dilute aqueous hydrochloric acid (HCl) and the organic soluble material retreated as above. The mixture is quenched as above and the organic soluble material flash chromatographed, eluting with 10% methanol in chloroform. The product so obtained is treated with ammonium hydroxide solution and lyophilized to give the desired product as the ammonium salt, m.p. 150° C. (dec.).

Workup

  1. customThe mixture is quenched with dilute aqueous hydrochloric acid (HCl)
  2. customThe mixture is quenched as above and the organic soluble material flash
  3. customchromatographed
  4. washeluting with 10% methanol in chloroform
  5. customThe product so obtained

Sources & evidence

ORD record
ord-a6441ac8cdfa406989fdbe896908b2fb
Source dataset
uspto-grants-1996_11
Patent number
US05571506

Reaction notes

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