Hydrochloric Acid → HCID 69083351、化合物

HRID 1525848ノート

反応式

HRID 1525848 の反応式
[CH:1]1([N:4]2[CH2:9][C:8]3([CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][CH2:10]3)[O:7][CH2:6][C:5]2=[O:22])[CH2:3][CH2:2]1.[ClH:23]>C(O)C.O1CCOCC1>[ClH:23].[CH:1]1([N:4]2[CH2:9][C:8]3([CH2:10][CH2:11][NH:12][CH2:13][CH2:14]3)[O:7][CH2:6][C:5]2=[O:22])[CH2:3][CH2:2]1

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 690854321,1-Dimethylethyl 4-cyclopropyl-3-oxo-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate

生成物 1

HCID 69083351HCID 69083351、化合物収率 58%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 312751,4-Dioxane溶媒

実験手順

1,1-Dimethylethyl 4-cyclopropyl-3-oxo-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate was dissolved in ethanol (300 mL) and cooled over an ice bath. A 4M solution of hydrogen chloride in dioxane (300 mL) was added, such that the temperature remained low. The ice bath was removed and the mixture was stirred at ambient temperature overnight. The solid was collected, washed with a little ethanol and diethyl ether to give the title product (47.1 g, 58%). The mother liquors were treated with diethyl ether (1.2 L), stirred for 30 min, and the solid was collected and dried to give a total combined yield of 78% of the title product (63.69 g) over the three steps. MS(ES)+ m/e 211.0[M+H+]; 1H NMR (400 MHz, DMSO-d6) δ 9.17-8.64 (m, 2 H), 4.04 (s, 2 H), 3.14 (d, J=13.1 Hz, 2 H), 3.01-2.85 (m, 2 H), 2.83-2.71 (m, 1 H), 1.96-1.83 (m, 2 H), 1.83-1.68 (m, 2 H), 0.76-0.67 (m, 2 H), 0.64-0.55 (m, 2 H).

後処理

  1. temperaturecooled over an ice bath
  2. customThe ice bath was removed
  3. customThe solid was collected
  4. washwashed with a little ethanol and diethyl ether

出典と根拠

ORDレコード
ord-861792737eba48ada612069cc5f96277
出典データセット
uspto-grants-2015_07
特許番号
US09084794B2

反応ノート

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