Dichloromethane → 5-(Triphenylmethyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine

HRID 1754808Notes

Reaction equation

HRID 1754808 reaction equation
C(N(CC)CC)C.[S:8]1[C:16]2[CH2:15][CH2:14][NH:13][CH2:12][C:11]=2[CH:10]=[CH:9]1.ClCCl.[C:20]1([C:26](Cl)([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>O>[C:26]([N:13]1[CH2:14][CH2:15][C:16]2[S:8][CH:9]=[CH:10][C:11]=2[CH2:12]1)([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1)[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 6456Trityl chlorideHCID 8471TriethylamineHCID 30850764,5,6,7-Tetrahydrothieno(3,2-c)pyridine

Product 1

HCID 137484615-(Triphenylmethyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

20 cm3 (0.079 mole) of triethyl amine are added dropwise to the solution of 10 g (0.072 mole) of 4,5,6,7-tetrahydro-thieno[3,2-c]pyridine and 20 cm3 of dichloro methane at room temperature and 20.02 g (0.072 mole) of triphenyl-methyl-chloride are added. The reaction mixture is kept at room temperature for a night and is poured onto 200 cm3 of water. The phases are separated; the organic phase is dried on sodium sulfate and evaporated to dryness. The residual product is purified by silica gel chromatography using dichloro methane as eluent.

Workup

  1. waitThe reaction mixture is kept at room temperature for a night
  2. customThe phases are separated
  3. customthe organic phase is dried on sodium sulfate
  4. customevaporated to dryness
  5. customThe residual product is purified by silica gel chromatography

Sources & evidence

ORD record
ord-f9ee713adb8e4f7e8e46a54f759eb436
Source dataset
uspto-grants-2015_10
Patent number
US09169265B2

Reaction notes

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