Chlorobenzene → HCID 18779196, compound

HRID 1422354Notes

Reaction equation

HRID 1422354 reaction equation
B(Cl)(Cl)Cl.C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[CH3:21])=[CH:11][CH:10]=1)C=C.Cl[C:23]1[CH:28]=CC=C[CH:24]=1>>[CH2:28]([C:14]1[CH:13]=[C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[CH3:21])[CH:11]=[CH:10][C:9]=1[OH:8])[CH:23]=[CH2:24]

Participants

4

Reactant 3

HCID 7964Chlorobenzene2×HCID 25135Boron TrichlorideHCID 18779192HCID 18779192, compound

Product 1

HCID 18779196HCID 18779196, compound

Procedure

To a stirred solution of BCl3 (1M in p-xylene; 6.7 mL, 6.7 mmol) in chlorobenzene at -15° C. was added the allyl ether from step B (1.48 g, 6.6 mmol) in 5 mL of chlorobenzene. After 1 h at -15° C., the mixture was poured into ice/MeOH, extracted with Et2O (3×), washed with saturated NaHCO3, water then brine. The dried solution was evaporated to give the title compound as an oil.

Workup

  1. extractionextracted with Et2O (3×)
  2. washwashed with saturated NaHCO3, water
  3. customThe dried solution was evaporated

Sources & evidence

ORD record
ord-77e12fa2da6848b9959420680faf82f0
Source dataset
uspto-grants-2000_06
Patent number
US06080870

Reaction notes

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