Hydrochloric Acid → 5-(2-chloroethylidene)-10,11-dihydro-5H-dibenzo[a,d]cycloheptene

HRID 1899755ノート

反応式

HRID 1899755 の反応式
[ClH:1].[CH2:2]=[C:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH2:7][CH2:6][C:5]2[CH:14]=[CH:15][CH:16]=[CH:17][C:4]1=2.[CH2:18]=O>C(O)(=O)C>[Cl:1][CH2:18][CH:2]=[C:3]1[C:4]2[CH:17]=[CH:16][CH:15]=[CH:14][C:5]=2[CH2:6][CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]1=2

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 46413975-Methylene-10,11-dihydro-5H-dibenzo[a,d][7]annulene

生成物 1

HCID 124928075-(2-chloroethylidene)-10,11-dihydro-5H-dibenzo[a,d]cycloheptene

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

In the same manner as in (2) in Example 2, hydrogen chloride gas was bubbled into the mixture of 20.6 g (0.1 mol) of 10,11-dihydro-5-methylene-5H-dibenzo[a,d]cycloheptene (4c), 41 g of acetic acid, and 4.5 g (0.15 mol) of paraformaldehyde. After reaction was conducted, the reaction product was extracted with toluene, neutralized with a saturated sodium bicarbonate solution, and washed with water. Further, this product was dried with sodium sulfate anhydride, concentrated and then recrystallized from hexane to obtain 23.4 g of the compound (5c). Theoretical yield, 92.0%; m.p., 103°-104° C.

後処理

  1. customAfter reaction
  2. extractionthe reaction product was extracted with toluene
  3. washwashed with water
  4. dry with materialFurther, this product was dried with sodium sulfate anhydride
  5. concentrationconcentrated
  6. customrecrystallized from hexane

出典と根拠

ORDレコード
ord-e39ac3429f864fc284b6213bee447027
出典データセット
uspto-grants-1996_11
特許番号
US05573878

反応ノート

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