4-tert-Butylbenzoic acid → Benzoic acid, 4-(1,1-dimethylethyl)-, hydrazide

HRID 393828

反応式

HRID 393828 の反応式
[C:1]([C:5]1[CH:13]=[CH:12][C:8]([C:9](O)=[O:10])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].CN1CCOCC1.ClC(OCC(C)C)=O.[NH2:29][NH2:30]>C(OCC)(=O)C>[C:1]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([NH:29][NH2:30])=[O:10])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

参加物

6

反応物 4

HCID 74034-tert-Butylbenzoic acidHCID 79724-MethylmorpholineHCID 9321HydrazineHCID 62365Isobutyl chloroformate

生成物 1

HCID 123513Benzoic acid, 4-(1,1-dimethylethyl)-, hydrazide

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

A solution of 4-tert-butyl benzoic acid (0.2 g, 1.2 mmol in 10 mL of dry THF) cooled to 0° C. and treated with N-methyl-morpholine (1.6 mL, 14.6 mmol) as well as isobutyl chloroformate (1.7 mL, 1.3 mmol). Then the mixture was stirred for 10 minutes at 0° C. After hydrazine (0.6 g, 3.6 mmol) was added to the reaction mixture, it was stirred 3 hours at 25° C. The reaction was then diluted with ethyl acetate (100 mL), washed with saturated sodium bicarbonate solution as well as brine, and concentrated in vacuum. The crude material was chromatographed on silica gel eluting with hexanes/ethyl acetate=2:1 to give 4-tert-butyl-benzoic acid hydrazide.

後処理

  1. stirringwas stirred 3 hours at 25° C
  2. washwashed with saturated sodium bicarbonate solution as well as brine
  3. concentrationconcentrated in vacuum
  4. customThe crude material was chromatographed on silica gel eluting with hexanes/ethyl acetate=2:1

出典と根拠

ORDレコード
ord-f8af978295af440990998aaf3a31624f
出典データセット
uspto-grants-2004_10
特許番号
US06809119B2

関連ノート

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