Pyridine → HCID 23363132, compound

HRID 1081887Notes

Reaction equation

HRID 1081887 reaction equation
[Si:1]([O:8][CH2:9][C:10]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:11]=1[CH:17]([C:19]1[CH:20]=[CH:21][C:22]2[N:26]=[N:25][N:24]([CH3:27])[C:23]=2[CH:28]=1)O)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].N1C=CC=CC=1.S(Cl)([Cl:37])=O>C(Cl)Cl>[C:4]([Si:1]([CH3:3])([CH3:2])[O:8][CH2:9][C:10]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:11]=1[CH:17]([C:19]1[CH:20]=[CH:21][C:22]2[N:26]=[N:25][N:24]([CH3:27])[C:23]=2[CH:28]=1)[Cl:37])([CH3:7])([CH3:6])[CH3:5]

Participants

5

Reactant 3

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 23363107HCID 23363107, compound

Product 1

HCID 23363132HCID 23363132, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To the solution of α-[2-(t-butyldimethylsilyloxy)methyl-4-chlorophenyl]-1-methyl-1H-benzotriazole-6-methanol (0.5 g) from Example 75 and pyridine (0.11 ml) in methylene chloride (5 ml) was added thionyl chloride (0.1 ml) at 0° C. the mixture was stirred for 30 minutes. The reaction solution was diluted with methylene chloride (5 ml),and sequentially washed with water and saturated sodium chloride solution. The organic layer was dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure, to give the crude 6-[2-(t-butyldimethyl-silyloxy)methyl-α,4-dichlorobenzyl]-1-methyl-1H-benzotriazole.

Workup

  1. washsequentially washed with water and saturated sodium chloride solution
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-44231205291846d19c18deb961aef766
Source dataset
uspto-grants-1996_12
Patent number
US05587392

Reaction notes

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