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Hydrochloric Acid → 1-Aminomethyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline dihydrochloride

HRID 27162
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HRID 27162 반응식
[ClH:1].C(OC([NH:12][CH2:13][CH:14]1[C:23]2[C:18](=[CH:19][C:20]([OH:25])=[C:21]([OH:24])[CH:22]=2)[CH2:17][CH2:16][NH:15]1)=O)C1C=CC=CC=1.Cl>C(O)(=O)C>[ClH:1].[ClH:1].[NH2:12][CH2:13][CH:14]1[C:23]2[C:18](=[CH:19][C:20]([OH:25])=[C:21]([OH:24])[CH:22]=2)[CH2:17][CH2:16][NH:15]1
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참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 204605221-(N-benzyloxycarbonylaminomethyl)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline hydrochloride

생성물 1

HCID 128577221-Aminomethyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline dihydrochloride수율 61.8%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A mixture of 1-(N-benzyloxycarbonylaminomethyl)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (5.3 g), conc. hydrochloric acid (6 ml) and acetic acid (6 ml) was refluxed for 1 hour and 20 minutes. The reaction mixture was cooled and concentrated under reduced pressure. The residue was crystallized by adding methanol and acetone. The crystals were collected by filtration, washed with a mixture of methanol and acetone and recrystallized twice from a mixture of water, methanol and acetone to give 1-aminomethyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline dihydrochloride (1.2 g), mp 142° to 147° C. (dec).

후처리

  1. temperaturewas refluxed for 1 hour and 20 minutes
  2. temperatureThe reaction mixture was cooled
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was crystallized
  5. additionby adding methanol and acetone
  6. filtrationThe crystals were collected by filtration
  7. washwashed with a mixture of methanol and acetone
  8. customrecrystallized twice from a mixture of water, methanol and acetone

출처 및 근거

ORD 기록
ord-22b38e9f01b44835bc68ef1bbc35f19a
출처 데이터셋
uspto-grants-1980_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04220647

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