N,N-Dimethylaniline → HCID 23346566, compound

HRID 597614Notes

Reaction equation

[CH3:1][CH:2]1[CH2:6][CH2:5][C:4]2([C:11]([CH3:13])([CH3:12])[CH2:10][CH2:9][CH2:8][C:7]2([CH3:15])[OH:14])[O:3]1.CN(C)C1C=CC=CC=1.[C:25](Cl)(=[O:28])[CH2:26][CH3:27]>>[C:25]([O:14][C:7]1([CH3:15])[CH2:8][CH2:9][CH2:10][C:11]([CH3:13])([CH3:12])[C:4]21[O:3][CH:2]([CH3:1])[CH2:6][CH2:5]2)(=[O:28])[CH2:26][CH3:27]

Participants

Reactant 3

HCID 949N,N-Dimethylaniline

HCID 62324Propionyl chloride

HCID 6542853398-90-6

Product 1

HCID 23346566HCID 23346566, compoundYield 63%

Procedure

2.17 g (0.01 M) of 2,6,10,10-tetramethyl-1-oxa-spiro[4.5]decan-6-ol -- isomer A; see Example 1 -- were treated with a mixture of 12.1 g (0.10 M) of N,N-dimethylaniline and 4.62 g (0.05 M) of propionyl chloride as indicated in Example 3 to give 1.7 g (63 %) of the desired ester, b.p. 100°-110°/0.5 Torr.

Sources & evidence

ORD record: ord-c6084f92f8a14edfa5deef822739fd89
Source dataset: uspto-grants-1977_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04014905

Reaction notes

Loading…