10-hydroxyimino-5-methylene-10,11-dihydro-5H-dibenzo[a,d]cycloheptene → HCID 12533738, 화합물

HRID 434701노트

반응식

HRID 434701 반응식
[OH:1][N:2]=[C:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[C:7](=[CH2:14])[C:6]2[CH:15]=[CH:16][CH:17]=[CH:18][C:5]=2[CH2:4]1.C([BH3-])#N.[Na+]>CO>[NH:2]([CH:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[C:7](=[CH2:14])[C:6]2[CH:15]=[CH:16][CH:17]=[CH:18][C:5]=2[CH2:4]1)[OH:1]

참가 물질

4

반응물 2

HCID 82670410-hydroxyimino-5-methylene-10,11-dihydro-5H-dibenzo[a,d]cyclohepteneHCID 5003444Sodium cyanoborohydride

생성물 1

HCID 12533738HCID 12533738, 화합물

시약·촉매·용매 1

HCID 887Methanol용매3회

실험 절차

A mixture of 15.3 of oxime from Step D, 500 ml of methanol, 12 g of sodium cyanoborohydride in 450 ml of methanol was treated dropwise with a solution of 12 ml of 12N hydrochloric in 50 ml of methanol over 5 hours, and then stirred overnight at room temperature. The solvent was evaporated, the residue was stirred with 200 ml of 1N aqueous hydrochloric acid, made alkaline with concentrated ammonium hydroxide and extracted with 3×175 ml of ether. The combined extracts were dried (Na2SO4), filtered and evaporated. The crystalline residue was washed with methanol to give 9.6 g of 10-hydroxamino-5-methylene-10,11-dihydro-5H-dibenzo[a,d]cyclohepten, m.p. 145°-147° C.

후처리

  1. customThe solvent was evaporated
  2. stirringthe residue was stirred with 200 ml of 1N aqueous hydrochloric acid
  3. extractionextracted with 3×175 ml of ether
  4. dry with materialThe combined extracts were dried (Na2SO4)
  5. filtrationfiltered
  6. customevaporated
  7. washThe crystalline residue was washed with methanol

출처 및 근거

ORD 기록
ord-e06f64b8af184aeb8bc1035af66c70ea
출처 데이터셋
uspto-grants-1983_08
특허 번호
US04399141

반응 노트

불러오는 중…