Water → HCID 67973216, compound

HRID 1184687Notes

Reaction equation

HRID 1184687 reaction equation
Cl[C:2]([O:4][CH:5]([CH3:7])[CH3:6])=[O:3].Cl.[O:9]1[C:14]2=[CH:15][CH:16]=[CH:17][C:13]2=[CH:12][CH:11]=[C:10]1N1CCCCC1.C([N:26]([CH:30]([CH3:32])C)[CH:27]([CH3:29])C)C.O.Cl[CH2:35]Cl>>[CH:5]([O:4][C:2]([N:26]1[CH2:27][CH2:29][CH2:35][CH2:32][CH:30]1[C:10]1[O:9][C:14]2=[CH:15][CH:16]=[CH:17][C:13]2=[CH:12][CH:11]=1)=[O:3])([CH3:7])[CH3:6]

Participants

6

Reactant 5

HCID 962WaterHCID 6344DichloromethaneHCID 7917Isopropyl chloroformateHCID 81531DiisopropylethylamineHCID 67973748HCID 67973748, compound

Product 1

HCID 67973216HCID 67973216, compound

Procedure

Isopropyl chloroformate (1 M in toluene, 4.06 mL) is added dropwise to an ice-cooled mixture of 4-benzofuran-2-yl-piperidine hydrochloride (804 mg) and ethyldiisopropylamine (1.16 mL) in dichloromethane (15 mL). The resulting mixture is stirred over night at room temperature. Water is added and the organic phase is separated, washed with water and dried over MgSO4. The solvent is evaporated leaving the title compound as an oil. Yield: 930 mg (96% of theory); LC (method 1): tR=1.39 min; Mass spectrum (ESI+): m/z=288 [M+H]+.

Workup

  1. temperaturecooled
  2. customthe organic phase is separated
  3. washwashed with water
  4. dry with materialdried over MgSO4
  5. customThe solvent is evaporated

Sources & evidence

ORD record
ord-42005696ed784f179ca57d487f79a163
Source dataset
uspto-grants-2014_03
Patent number
US08669271B2

Reaction notes

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