Sodium borohydride → 8-Chloro-11-(1,2,3,6-tetrahydro-1-methyl-4-pyridyl)-dibenz[b,f][1,4]oxazepine hydrochloride

HRID 27628노트

반응식

HRID 27628 반응식
[I-].[Cl:2][C:3]1[CH:24]=[CH:23][C:6]2[O:7][C:8]3[CH:22]=[CH:21][CH:20]=[CH:19][C:9]=3[C:10]([C:12]3[CH:17]=[CH:16][N+:15]([CH3:18])=[CH:14][CH:13]=3)=[N:11][C:5]=2[CH:4]=1.[BH4-].[Na+]>C(O)C>[ClH:2].[Cl:2][C:3]1[CH:24]=[CH:23][C:6]2[O:7][C:8]3[CH:22]=[CH:21][CH:20]=[CH:19][C:9]=3[C:10]([C:12]3[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][CH:13]=3)=[N:11][C:5]=2[CH:4]=1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 233426484-(-8-Chlorodibenz[b,f][1,4]oxazepin-11-yl)-1-methylpyridinium iodide

생성물 1

HCID 233426528-Chloro-11-(1,2,3,6-tetrahydro-1-methyl-4-pyridyl)-dibenz[b,f][1,4]oxazepine hydrochloride

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A 6.23 g. portion of the above iodide salt is suspended in 150 ml. of ethanol and the mixture is cooled in an ice salt bath. A 0.64 g. portion of sodium borohydride is added in portions over 1 minute and the resulting solution is stirred with ice bath cooling for an additional 30 minutes. The reaction is quenched with one ml. of acetone and diluted with 500 ml. of ether. The ether solution is washed with three 250 ml. portions of water, dried with brine and made acidic with hydrochloric acid. The mixture is cooled and filtered giving a tan solid which is crystallized from acetone-ethanol-dimethylformamide yielding the desired product as the hydrochloride, mp. 213°-215° C. Failure to acidify the above ether solution produces compound as a base mp. 143°-145° C.

후처리

  1. temperaturecooling for an additional 30 minutes
  2. customThe reaction is quenched with one ml
  3. additionof acetone and diluted with 500 ml
  4. washThe ether solution is washed with three 250 ml
  5. dry with materialportions of water, dried with brine
  6. temperatureThe mixture is cooled
  7. filtrationfiltered
  8. customgiving a tan solid which
  9. customis crystallized from acetone-ethanol-dimethylformamide yielding the desired product as the hydrochloride, mp. 213°-215° C
  10. customproduces compound as a base mp. 143°-145° C.

출처 및 근거

ORD 기록
ord-9aa8726cbeeb45baba29dd146c0adb6b
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04221714

반응 노트

불러오는 중…