Ethylene Oxide → tert-butyl 6-(2-hydroxyethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

HRID 564055Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13](I)[CH:14]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[O:19]1[CH2:21][CH2:20]1>>[C:1]([O:5][C:6]([N:8]1[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH2:21][CH2:20][OH:19])[CH:14]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 6354Ethylene Oxide

HCID 67006753tert-Butyl 6-iodo-3,4-dihydroisoquinoline-2(1H)-carboxylate

Product 1

HCID 67006783tert-butyl 6-(2-hydroxyethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

Procedure

6-(2-Hydroxy-ethyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester is prepared as example 7c from 8.30 g (23.1 mmol) 6-iodo-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (preparation 10a) and 4.07 g (92.4 mmol) oxirane.

Sources & evidence

ORD record: ord-5ab4dbaf845e4832bd5734b6473a6f89
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08067590B2

Reaction notes

Loading…