Tetrahydrofuran → 8-Bromo-6-isopropyl-4,4-dimethyl-1-n-propyl-1,2,3,4-tetrahydro-quinoline

Reaction equation

[Br:1][c:2]1[cH:3][c:4]([CH:16]([CH3:17])[CH3:18])[cH:5][c:6]2[c:11]1[N:10]([CH2:12][CH3:13])[CH2:9][CH2:8][C:7]2([CH3:14])[CH3:15].[CH2:19]([Li:20])[CH2:21][CH2:22][CH3:23].[CH2:30]1[O:31][CH2:32][CH2:33][CH2:34]1.[CH3:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]>>[Br:1][c:2]1[cH:3][c:4]([CH:16]([CH3:17])[CH3:18])[cH:5][c:6]2[c:11]1[N:10]([CH2:12][CH2:13][CH3:19])[CH2:9][CH2:8][C:7]2([CH3:14])[CH3:15]

Participants

Reactant 4

HCID 8028Tetrahydrofuran

HCID 8058Hexane

HCID 227198178-Bromo-6-isopropyl-4,4-dimethyl-1-ethyl-1,2,3,4-tetrahydro-quinoline

HCID 178418339Butyllithium

Product 1

HCID 227198378-Bromo-6-isopropyl-4,4-dimethyl-1-n-propyl-1,2,3,4-tetrahydro-quinoline

Sources & evidence

ORD record: ord-02ba7037fcd54230b607b16e405b1d45
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (9/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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