Isoquinoline, 7,8-dichloro-1,2,3,4-tetrahydro- → HCID 12624922, compound

HRID 2050334Notes

Reaction equation

HRID 2050334 reaction equation
[Cl:1][C:2]1[C:11]([Cl:12])=[C:10]2[C:5]([CH2:6][CH2:7][NH:8][CH2:9]2)=[CH:4][CH:3]=1.C[O:14][CH:15](OC)[CH:16](N(CC1C=CC=C(Cl)C=1)C(=O)C)Cl>>[C:15]([N:8]1[CH:7]=[CH:6][C:5]2[C:10](=[C:11]([Cl:12])[C:2]([Cl:1])=[CH:3][CH:4]=2)[CH2:9]1)(=[O:14])[CH3:16]

Participants

3

Reactant 2

HCID 123920Isoquinoline, 7,8-dichloro-1,2,3,4-tetrahydro-HCID 70587928HCID 70587928, compound

Product 1

HCID 12624922HCID 12624922, compound

Procedure

The method of preparing 7,8-dichloro-1,2,3,4-tetrahydroisoquinoline, which comprises the steps of reacting N-acetyl-2,3-dichlorobenzylaminoacetaldehyde dimethyl acetal with a Lewis acid to form N-acetyl 7,8-dichloro-1,2-dihydroisoquinoline, catalytically hydrogenating said dihydroisoquinoline to N-acetyl-7,8-dichloro-1,2,3,4-tetrahydroisoquinoline, and hydrolyzing said tetrahydroisoquinoline to 7,8-dichloro-1,2,3,4-tetrahydroisoquinoline.

Sources & evidence

ORD record
ord-8c8198c6e6a845759759545254a63a71
Source dataset
uspto-grants-1980_04
Patent number
US04200754

Reaction notes

Loading…