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Hydrochloric Acid → 1-(aminomethyl)spiro[2.5]octane-1-carboxylic Acid Hydrochloride

HRID 1297223
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HRID 1297223 반응식
C(OC([NH:8][CH2:9][C:10]1([C:18]([OH:20])=[O:19])[C:12]2([CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[CH2:11]1)=O)(C)(C)C.[ClH:21].CCOCC>O1CCOCC1>[ClH:21].[NH2:8][CH2:9][C:10]1([C:18]([OH:20])=[O:19])[C:12]2([CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[CH2:11]1
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 118184231-(((tert-Butoxycarbonyl)amino)methyl)spiro[2.5]octane-1-carboxylic acid

생성물 1

HCID 102200821-(aminomethyl)spiro[2.5]octane-1-carboxylic Acid Hydrochloride수율 86%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

실험 절차

To a solution of 1-(tert-butoxycarbonylamino-methyl)-spiro[2.5]octane-1-carboxylic acid (200 mg, 0.706 mmol) in 1,4-dioxane (3 mL) was added 4N HCl in 1,4-dioxane (3 mL). The reaction was stirred for 18 hours at room temperature. Ether (20 mL) was added and the precipitate was isolated by vacuum filtration. The solid was dried in a vacuum oven at 48° C. to give 133 mg (86%) of 1-aminomethyl-spiro[2.5]octane-1-carboxylic acid hydrochloride as a white solid: mp 240-242° C.; 1H NMR (300 MHz, D2O) δ 0.92 (d, J=5.2 Hz, 1H), 1.40 (d, J=5.2 Hz, 1H), 1.4-1.6 (m, 10H), 3.12 (d, J=14.0 Hz, 0.1H), 3.61 (d, J=14.0 Hz, 1H); MS (APCI) m/z 184 [M+H]+. Anal. Calc'd For C10H17NO2—HCl: C, 54.67; H, 8.26; N, 6.38; Cl, 16.14. Found: C, 54.91; H, 8.36; N, 6.25; Cl, 15.99.

후처리

  1. customthe precipitate was isolated by vacuum filtration
  2. customThe solid was dried in a vacuum oven at 48° C.

출처 및 근거

ORD 기록
ord-fe3df39d504b4e308d06bcf1dc9a76d5
출처 데이터셋
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07250433B2

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