4-Cyano-3-ethoxy-1-methyl-5,6,7,8-tetrahydroisoquinolin-8-one → 4-Cyano-3-methoxy-1-methyl-5,6,7,8-tetrahydroisoquinolin-8-one

HRID 2118847Notes

Reaction equation

HRID 2118847 reaction equation
C(C1C2CCCCC=2C(C)=NC=1OC)#N.[C:16]([C:18]1[C:27]2[CH2:26][CH2:25][CH2:24][C:23](=[O:28])[C:22]=2[C:21]([CH3:29])=[N:20][C:19]=1[O:30][CH2:31]C)#[N:17]>>[C:16]([C:18]1[C:27]2[CH2:26][CH2:25][CH2:24][C:23](=[O:28])[C:22]=2[C:21]([CH3:29])=[N:20][C:19]=1[O:30][CH3:31])#[N:17]

Participants

3

Reactant 2

HCID 122063264-Cyano-3-ethoxy-1-methyl-5,6,7,8-tetrahydroisoquinolin-8-oneHCID 132957574-Cyano-3-methoxy-1-methyl-5,6,7,8-tetrahydroisoquinoline

Product 1

HCID 139354154-Cyano-3-methoxy-1-methyl-5,6,7,8-tetrahydroisoquinolin-8-one

Procedure

4-Cyano-3-methoxy-1-methyl-5,6,7,8-tetrahydroisoquinolin-8-one was prepared from 4-cyano-3-methoxy-1-methyl-5,6,7,8-tetrahydroisoquinoline following essentially the same procedure as that described in Tetrahedron, 1975, 31, 527 for the synthesis of 4-cyano-3-ethoxy-1-methyl-5,6,7,8-tetrahydroisoquinolin-8-one and was obtained as white crystals, mp 128° C. Pmr spectrum (CDCl3 ; δ in ppm): 2.04-3.19 (6H,m); 2.86 (3H,s); 4.12 (3H,s).

Workup

  1. customwas obtained as white crystals, mp 128° C

Sources & evidence

ORD record
ord-98128aab2d1e42ecb5194caa1cb0a751
Source dataset
uspto-grants-1987_07
Patent number
US04680400

Reaction notes

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