Thionyl Chloride → HCID 53768656, compound

HRID 2164235Notes

Reaction equation

HRID 2164235 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][CH:8]2[C:11](O)=[O:12])=[CH:4][C:3]=1[CH2:14][CH:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1.S(Cl)([Cl:22])=O>>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][CH:8]2[C:11]([Cl:22])=[O:12])=[CH:4][C:3]=1[CH2:14][CH:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 1292896-Chloro-5-(cyclopentylmethyl)-2,3-dihydro-1H-indene-1-carboxylic acid

Product 1

HCID 53768656HCID 53768656, compound

Procedure

3.22 g of 6-chloro-5-cyclopentylmethyl-1-indanecarboxylic acid is heated under reflux for one hour with 10.5 ml of thionyl chloride and concentrated, thus yielding 3.45 g of 6-chloro-5-cyclopentylmethyl-1-indanecarboxylic acid chloride as an oil. The acid chloride is reacted with triethyl phosphite as described in Example 2, yielding 3 g of (6-chloro-5-cyclopentylmethyl-1-indanylidene)hydroxymethanephosphonic acid diethyl ester, mp 126° C. The resultant compound is reacted with diethyl phosphite under the conditions mentioned in Example 2, thus obtaining the (6-chloro-5-cyclopentylmethyl-1-indanyl)hydroxymethane-bis(phosphonic acid diethyl ester).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-81035439f6b54689b10e2b06e9da2cd7
Source dataset
uspto-grants-1985_03
Patent number
US04503049

Reaction notes

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