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Chapter – 1 Preparation and Yield optimization.....
1.2 REACTION SCHEMES
1.2.1 PREPARATION OF 2 – METHYL INDOLINE
STEP – 1
Reagents / Reaction Condition (a): Phenyl hydrazine, Acetone / Addition at
RT.
STEP – 2
Reagents / Reaction Condition (b): Polyphosphoric acid / 120°C.
STEP – 3
NH
NH
N
H
NH 2
+
CH 3
C
H 3
N CH 3
CH 3
O NH
a
N CH3 CH 3
c
Reagents / Reaction Condition (c): TFA, 1 M BH3.THF / 0-5°C. (Method – A)
Zinc dust, 85% phosphoric acid. (Method – B)
Department of Chemistry, Saurashtra University, Rajkot-360 005 36
b
N
H
N
H
CH 3
CH 3
CH 3