Sodium Hydroxide → HCID 20093497, compound

HRID 1109836Notes

Reaction equation

HRID 1109836 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[N:11][N:12]([C:14]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[N:13]=2)=[CH:5][CH:4]=1.[OH-:33].[Na+]>C1COCC1>[OH:33][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[N:11][N:12]([C:14]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[N:13]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18762587HCID 18762587, compound

Product 1

HCID 20093497HCID 20093497, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 2.0 g of 5-[4-(bromomethyl)phenyl]-2-(triphenylmethyl)-2H-tetrazole from Example 13 and 1N NaOH (5 mL) in THF (20 mL) was stirred for 24 hours. The solvent was evaporated and the aqueous solution extracted with EtOAc. The organic layer was washed with water, dried, and evaporated to give 1.8 g of 5-[4-(hydroxymethyl)phenyl]-2-(triphenylmethyl)-2H-tetrazole which was used as is for the next step; MS (EI), 418 (m).

Workup

  1. customThe solvent was evaporated
  2. extractionthe aqueous solution extracted with EtOAc
  3. washThe organic layer was washed with water
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-312c81c86988408cb994f33a17712c1a
Source dataset
uspto-grants-1994_06
Patent number
US05322950

Reaction notes

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