Sodium Hydroxide → sodium [6,7,8,9-tetrahydro-6-[((2S)-2-hydroxy-3-phenoxypropyl)amino]-5H-benzocyclohepten-1-yloxy]acetate

HRID 1936972Notes

Reaction equation

HRID 1936972 reaction equation
C([O:3][C:4]([CH2:6][O:7][C:8]1[C:13]2[CH2:14][CH2:15][CH2:16][CH:17]([NH:19][CH2:20][C@H:21]([OH:30])[CH2:22][O:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:18][C:12]=2[CH:11]=[CH:10][CH:9]=1)=[O:5])C.[OH-].[Na+:32]>CO>[OH:30][C@H:21]([CH2:22][O:23][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)[CH2:20][NH:19][CH:17]1[CH2:16][CH2:15][CH2:14][C:13]2[C:8]([O:7][CH2:6][C:4]([O-:5])=[O:3])=[CH:9][CH:10]=[CH:11][C:12]=2[CH2:18]1.[Na+:32]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 70131462(2S)-1-[(1-ethoxycarbonylmethoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-yl)amino]-3-phenoxy-2-propanol

Product 1

HCID 86584188sodium [6,7,8,9-tetrahydro-6-[((2S)-2-hydroxy-3-phenoxypropyl)amino]-5H-benzocyclohepten-1-yloxy]acetate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of (2S)-1-[(1-ethoxycarbonylmethoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-yl)amino]-3-phenoxy-2-propanol (103 mg) in methanol (5.0 ml) and 0.1N sodium hydroxide aqueous solution (2.5 ml) was stirred for 22 hours and evaporated in vacuo. The residue was triturated in diethyl ether and the precipitated powder was collected by filtration to afford sodium [6,7,8,9-tetrahydro-6-[((2S)-2-hydroxy-3-phenoxypropyl)amino]-5H-benzocyclohepten-1-yloxy]acetate (98 mg) as a pale yellow powder.

Workup

  1. customevaporated in vacuo
  2. customThe residue was triturated in diethyl ether
  3. filtrationthe precipitated powder was collected by filtration

Sources & evidence

ORD record
ord-ca2fdbd3cfa04b9db071205cd19d7277
Source dataset
uspto-grants-2002_05
Patent number
US06391915B2

Reaction notes

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