Trityl chloride → HCID 69267924, compound

HRID 746989Notes

Reaction equation

HRID 746989 reaction equation
[CH:1]1[CH:6]=[CH:5][C:4]([C@H](N)CO)=[CH:3][CH:2]=1.[C:11]1([C:17](Cl)([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C([N:33]([CH2:36][CH3:37])CC)C.C(OCC)(=[O:40])C>ClCCl>[C:1]1([C@H:37]([OH:40])[CH2:36][NH:33][C:17]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 1347972-Amino-2-phenylethan-1-ol

Product 1

HCID 69267924HCID 69267924, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of (S)-(+)-phenylglycinol (J, 1.0 g, 7.3 mM) and triphenylmethyl chloride (2.03 g, 7.29 mM) in dichloromethane (25 mL) was added triethylamine (0.74 g, 7.29 mM). The resulting mixture was stirred at room temperature for 12 h. The mixture was diluted with ethyl acetate (75 mL) and washed with water and brine. The ethyl acetate fraction was dried (MgSO4) filtered and concentrated. The solid was used without further purification.

Workup

  1. washwashed with water and brine
  2. dry with materialThe ethyl acetate fraction was dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe solid was used without further purification

Sources & evidence

ORD record
ord-881c72a52e2040c8891157f32fa7ee60
Source dataset
uspto-grants-2008_07
Patent number
US07393958B2

Reaction notes

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