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

HRID 434701ノート

反応式

HRID 434701 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 12533738HCID 12533738、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒3 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e06f64b8af184aeb8bc1035af66c70ea
出典データセット
uspto-grants-1983_08
特許番号
US04399141

反応ノート

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