Isobutylene oxide → HCID 86686882, compound

HRID 533114Notes

Reaction equation

HRID 533114 reaction equation
Cl.[CH3:2][S:3]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:13]=[CH:14][C:15]3[O:19][CH:18]([CH:20]4[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]4)[CH2:17][C:16]=3[CH:26]=2)=[CH:8][CH:7]=1)(=[O:5])=[O:4].C(N(CC)C(C)C)(C)C.[CH3:36][C:37]1([CH3:40])[O:39][CH2:38]1>CO>[CH3:2][S:3]([C:6]1[CH:7]=[CH:8][C:9]([C:12]2[CH:13]=[CH:14][C:15]3[O:19][CH:18]([CH:20]4[CH2:25][CH2:24][N:23]([CH2:36][C:37]([CH3:40])([OH:39])[CH3:38])[CH2:22][CH2:21]4)[CH2:17][C:16]=3[CH:26]=2)=[CH:10][CH:11]=1)(=[O:4])=[O:5]

Participants

5

Reactant 3

HCID 11208Isobutylene oxideHCID 81531DiisopropylethylamineHCID 89612129HCID 89612129, compound

Product 1

HCID 86686882HCID 86686882, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4-[5-(4-methanesulfonyl-phenyl)-2,3-dihydro-benzofuran-2-yl]-piperidine hydrochloride (100 mg) and N,N-diisopropylethylamine (46 μl) in methanol (5 mL) is stirred for 10 min at room temperature. 1,1-Dimethyloxirane (34 μl) is added and the resulting mixture is heated to 45° C. After the conversion is complete, the solvents are evaporated in vacuo and the crude product is used for the next step without further purification. LC (method 1): tR=1.09 min; Mass spectrum (ESI+): m/z=430 [M+H]+.

Workup

  1. temperaturethe resulting mixture is heated to 45° C
  2. customthe solvents are evaporated in vacuo
  3. customthe crude product is used for the next step without further purification

Sources & evidence

ORD record
ord-dbb4e64068fe49b08eaae9652e35f431
Source dataset
uspto-grants-2014_10
Patent number
US08853239B2

Reaction notes

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