Trityl chloride → HCID 53917552, compound

HRID 1709081Notes

Reaction equation

HRID 1709081 reaction equation
[NH:1]1[C:5]([C:6]2[CH:7]=[C:8]([CH:12]=[CH:13][CH2:14][OH:15])[CH:9]=[CH:10][CH:11]=2)=[N:4][N:3]=[N:2]1.C(N(CC)CC)C.[C:23]1([C:29]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)Cl)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>ClCCl>[C:23]1([C:29]([C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)([C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[N:3]2[N:2]=[N:1][C:5]([C:6]3[CH:7]=[C:8]([CH:12]=[CH:13][CH2:14][OH:15])[CH:9]=[CH:10][CH:11]=3)=[N:4]2)[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

5

Reactant 3

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 178520456HCID 178520456, compound

Product 1

HCID 53917552HCID 53917552, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 3-[3-(1H-tetrazol-5-yl)phenyl]-2-propenol (2.02 g) in dry dichloromethane (50 ml) was added triethylamine (1.5 ml) followed by triphenylchloromethane (2.8 g) in dry dichlormethane. The solution was stirred at room temperature for 90 minutes, washed with water (50 ml), followed by sodium bicarbonate solution (5%; 50 ml), dried over magnesium sulphate, filtered and evaporated under reduced pressure to give a pale brown viscous oil which crystallised on standing to a cream solid.

Workup

  1. washwashed with water (50 ml)
  2. dry with materialdried over magnesium sulphate
  3. filtrationfiltered
  4. customevaporated under reduced pressure
  5. customto give a pale brown viscous oil which
  6. customcrystallised

Sources & evidence

ORD record
ord-42bdfaac589f4d4195b1b8ac83220888
Source dataset
uspto-grants-1990_08
Patent number
USRE033300

Reaction notes

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