Trityl chloride → HCID 178521610, compound

HRID 2399745Notes

Reaction equation

HRID 2399745 reaction equation
Cl.[NH2:2][C@H:3]1[CH2:8][CH2:7][C@H:6]([OH:9])[CH2:5][CH2:4]1.[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:2][C@H:3]2[CH2:8][CH2:7][C@H:6]([OH:9])[CH2:5][CH2:4]2)([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 178479278HCID 178479278, compound

Product 1

HCID 178521610HCID 178521610, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of trans-4-aminocyclohexanol hydrochloride (2.00 g; 13.19 mmol), triphenylmethyl chloride (4.41 g; 15.83 mmol) and triethylamine (6.44 ml; 46.17 mmol) in 40 ml CH2Cl2 is refluxed overnight. The solids are filtered off and the residue concentrated in vacuo. The resultant product is purified with CH2Cl2 CH2Cl2: ethylacetate (5:1) to obtain trans-4-triphenylmethylaminocyclo-hexanol which is used directly in the next step.

Workup

  1. temperatureis refluxed overnight
  2. filtrationThe solids are filtered off
  3. concentrationthe residue concentrated in vacuo
  4. customThe resultant product is purified with CH2Cl2 CH2Cl2: ethylacetate (5:1)

Sources & evidence

ORD record
ord-13e72290fa544ed1aebfdea5f1de71ef
Source dataset
uspto-grants-1995_09
Patent number
US05451596

Reaction notes

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