HCID 178501038, compound → HCID 178501037, compound

HRID 1670675Notes

Reaction equation

HRID 1670675 reaction equation
[C:1]([C:6]1[CH:11]=[CH:10][C:9]([C@H:12]2[CH2:17][CH2:16][C@H:15]([C:18]([O:20][CH3:21])=[O:19])[CH2:14][CH2:13]2)=[CH:8][CH:7]=1)(=[O:5])[CH:2]([CH3:4])[OH:3]>C(Cl)Cl>[C:1]([C:6]1[CH:11]=[CH:10][C:9]([C@H:12]2[CH2:17][CH2:16][C@H:15]([C:18]([O:20][CH3:21])=[O:19])[CH2:14][CH2:13]2)=[CH:8][CH:7]=1)(=[O:5])[C:2]([CH3:4])=[O:3]

Participants

3

Reactant 1

HCID 178501038HCID 178501038, compound2×

Product 1

HCID 178501037HCID 178501037, compoundYield 88.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1,1,1-tris(Acetoxy)-1,1-dihydro-1,2-benziodoxol-3-(1H)-one (5.14 g, 12.12 mmol) was added to a stirred solution of methyl trans-4-(4-lactoylphenyl)cyclohexanecarboxylate (Intermediate 65-3, 1.758 g, 6.06 mmol) in DCM (25 mL). The mixture was stirred for 1 h, hexanes (50 mL) was added and the mixture was filtered through a pad of diatomaceous earth. Volatile material was removed by evaporation to give the title compound (1.55 g, 88%) as a solid that was used without further purification; 1H NMR δ 7.88 (2H, d), 7.45 (2H, d), 3.63 (3H, s), 2.70-2.57 (1H, m), 2.50 (3H, s), 2.48-2.36 (1H, m), 2.08-1.94 (2H, m), 1.90-1.80 (2H, m), 1.60-1.40 (4H, m); MS 311 (M+Na)+.

Workup

  1. filtrationthe mixture was filtered through a pad of diatomaceous earth
  2. customVolatile material was removed by evaporation

Sources & evidence

ORD record
ord-ea65a6ec272d4183bb4bda7e9bed444e
Source dataset
uspto-grants-2011_08
Patent number
US07994179B2

Reaction notes

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