Acetyl chloride → Hydrochloric Acid

HRID 1078406Notes

Reaction equation

[C:1]([Cl:4])(=[O:3])[CH3:2].[CH2:5]([C:7]([NH:16][CH2:17][CH2:18][CH2:19][N:20]1[CH:24]=[C:23]([CH2:25][OH:26])[N:22]=[CH:21]1)([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:8][CH3:9])[CH3:6].C(N(CC)CC)C>ClCCl>[ClH:4].[C:1]([O:26][CH2:25][C:23]1[N:22]=[CH:21][N:20]([CH2:19][CH2:18][CH2:17][NH:16][C:7]([CH2:8][CH3:9])([CH2:5][CH3:6])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:24]=1)(=[O:3])[CH3:2]

Participants

Conditions

Temperature: 0 °C

Procedure

A solution of acetyl chloride (0.24 ml) in dichloromethane (6 ml) was added dropwise to a solution of 1-[3-(1-ethyl-1-phenylpropylamino)propyl]imidazol-4-yl-methanol (10 g, from Example 86b) in dichloromethane (18 ml) containing triethylamine (0.46 ml), with stirring, at 0° C. The mixture was stirred at 0° C. for 30 minutes and then at ambient temperature for 2 hours. Work-up as described in Example 98b, but without treatment with ethereal hydrogen chloride, gave 1-[3-(α,α-diethylbenzylamino)propyl]imidazol-4-ylmethyl acetate as an oil.

Workup

stirringThe mixture was stirred at 0° C. for 30 minutes

Sources & evidence

ORD record: ord-ac4d087628114a53a3636d8bfe2c380b
Source dataset: uspto-grants-1996_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05547972

Reaction notes

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