Phenol → HCID 20312398, compound

HRID 2420018Notes

Reaction equation

HRID 2420018 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.B(F)(F)F.CCOCC.[CH2:17]([O:21][C:22](=[O:39])[CH:23](OC(=O)C)[NH:24][C:25]([O:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:26])[CH2:18][CH2:19][CH3:20]>C(Cl)Cl>[CH2:17]([O:21][C:22](=[O:39])[CH:23]([C:4]1[CH:5]=[CH:6][C:1]([OH:7])=[CH:2][CH:3]=1)[NH:24][C:25]([O:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:26])[CH2:18][CH2:19][CH3:20]

Participants

5

Reactant 3

HCID 996PhenolHCID 8000Boron trifluoride etherateHCID 20312421HCID 20312421, compound

Product 1

HCID 20312398HCID 20312398, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1.73 g. (0.010 mol.) of phenol and 0.2 ml. of boron trifluoride etherate in 20 ml. of methylene chloride was added dropwise with stirring over a 15 minute interval 3.37 g. (0.011 mol.) of N-benzyloxycarbonyl-2-acetoxyglycine n-butyl ester. After 3 hours the reaction mixture was cooled and the precipitate collected by filtration to give N-benzyloxycarbonyl-2-(4-hydroxyphenyl)glycine n-butyl ester, m.p. 143°-144°.

Workup

  1. temperatureAfter 3 hours the reaction mixture was cooled
  2. filtrationthe precipitate collected by filtration

Sources & evidence

ORD record
ord-3ec15dce464d4226a2c1e9e38f2ee3f3
Source dataset
uspto-grants-1978_08
Patent number
US04108854

Reaction notes

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