HCID 13071286, compound → HCID 13261947, compound

HRID 905088Notes

Reaction equation

HRID 905088 reaction equation
[Cl:1][CH2:2][CH2:3][CH:4]([C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=1)[OH:5].[C:13]([NH:16][C:17]1[CH:30]=[CH:29][C:20]([O:21][CH2:22][CH:23]2[CH2:28][CH2:27][CH:26]=[CH:25][O:24]2)=[CH:19][CH:18]=1)(=[O:15])[CH3:14]>O=P(Cl)(Cl)Cl>[C:13]([NH:16][C:17]1[CH:30]=[CH:29][C:20]([O:21][CH2:22][C@@H:23]2[O:24][C@@H:25]([O:5][CH:4]([C:6]3[CH:7]=[CH:8][C:9]([F:12])=[CH:10][CH:11]=3)[CH2:3][CH2:2][Cl:1])[CH2:26][CH2:27][CH2:28]2)=[CH:19][CH:18]=1)(=[O:15])[CH3:14]

Participants

4

Reactant 2

HCID 13071286HCID 13071286, compoundHCID 136395213-Chloro-1-(4-fluorophenyl)propan-1-ol

Product 1

HCID 13261947HCID 13261947, compound

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideCatalyst

Procedure

A catalytic amount (2 drops) of phosphorus oxytrichloride was added to 10 ml of an ethereal solution containing 277 mg of 3-chloro-1-(4-fluorophenyl)propanol and 330 mg of 2-(4-acetamidophenoxymethyl)-3,4-dihydro-2H-pyran and the mixture was allowed to react at room temperature for 8 days. The precipitated crystals were separated by filtration, giving 240 mg of the isomer of lesser polarity of the title compound, melting at 133°-135° C.

Workup

  1. customto react at room temperature for 8 days
  2. customThe precipitated crystals were separated by filtration

Sources & evidence

ORD record
ord-78e5bc5d32c3497f910802e8e03cdefe
Source dataset
uspto-grants-1983_12
Patent number
US04421758

Reaction notes

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