Boron Trichloride → HCID 66651896, compound

HRID 418926Notes

Reaction equation

HRID 418926 reaction equation
C[O:2][C:3]1[CH:12]=[C:11]([O:13][CH3:14])[CH:10]=[C:9]2[C:4]=1[C:5](=[O:26])[CH:6]([C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1)[CH:7]1[CH2:17][CH2:16][CH2:15][CH:8]12.B(Cl)(Cl)Cl>>[OH:2][C:3]1[CH:12]=[C:11]([O:13][CH3:14])[CH:10]=[C:9]2[C:4]=1[C:5](=[O:26])[CH:6]([C:18]1[CH:19]=[CH:20][C:21]([O:24][CH3:25])=[CH:22][CH:23]=1)[CH:7]1[CH2:17][CH2:16][CH2:15][CH:8]12

Participants

3

Reactant 2

HCID 25135Boron TrichlorideHCID 66652044HCID 66652044, compound

Product 1

HCID 66651896HCID 66651896, compoundYield 101.7%

Procedure

Combine 6,8-Dimethoxy-4-(4-methoxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[a]naphthalen-5-one (0.15 g, 0.43 mmol), boron trichloride (2.1 ml, 1.0M in methylene chloride), and Ch2Cl2 (10 ml). Stir 3.5 hours at r.t. Quench with methanol, add water and extract with ethyl acetate. Wash with water, dry and concentrate in vacuo to give the titled compound (0.148 g, 100%). MS m/z 339 (M−1).

Workup

  1. customQuench with methanol
  2. additionadd water
  3. extractionextract with ethyl acetate
  4. washWash with water
  5. customdry
  6. concentrationconcentrate in vacuo

Sources & evidence

ORD record
ord-85f8fa4f210f43cda6c7ee14a182d1d7
Source dataset
uspto-grants-2012_01
Patent number
US08093302B2

Reaction notes

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