Trityl chloride → HCID 54398404, compound

HRID 2399748Notes

Reaction equation

HRID 2399748 reaction equation
[NH2:1][C@@H:2]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[OH:9].[C:10]1([C:16](Cl)([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(N(CC)CC)C>C(Cl)Cl>[C:10]1([C:16]([NH:1][C@@H:2]2[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]2[OH:9])([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 12886914trans-2-Amino-cycloheptanol

Product 1

HCID 54398404HCID 54398404, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of trans-2-aminocycloheptanol (0.97 g; 7.74 mmol), triphenylmethyl chloride (2.16 g; 7.74 mmol) and triethylamine (2.70 ml; 19.35 mmol) are combined in about 100 ml CH2Cl2 and heated to reflux overnight. After removing the heat, the reaction mixture is concentrated in vacuo and flash chromatographed using hexane:ethylacetate; 9:1 to obtain trans-2-triphenylmethylaminocycloheptanol which is used directly in the next step.

Workup

  1. temperatureheated
  2. temperatureto reflux overnight
  3. customAfter removing the heat
  4. concentrationthe reaction mixture is concentrated in vacuo and flash
  5. customchromatographed

Sources & evidence

ORD record
ord-3ff902329341484dbeebda59a89063b7
Source dataset
uspto-grants-1995_09
Patent number
US05451596

Reaction notes

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